UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM N-CSR CERTIFIED SHAREHOLDER REPORT OF REGISTERED MANAGEMENT INVESTMENT COMPANIES Investment Company Act file number 811-5531 --------------------------------------------- MassMutual Participation Investors -------------------------------------------------------------------------------- (Exact name of registrant as specified in charter) 1500 Main Street, P.O. Box 15189, Springfield, MA 01115-5189 -------------------------------------------------------------------------------- (Address of principal executive offices) (Zip code) Patrica J. Walsh, Vice President, Secretary and Chief Legal Officer 1500 Main Street, Suite 2800, P.O. Box 15189, Springfield, MA 01115-5189 -------------------------------------------------------------------------------- (Name and address of agent for service) Registrant's telephone number, including area code: 413-226-1000 ---------------------------- Date of fiscal year end: 12/31 ------------------ Date of reporting period: 12/31/08 ------------------ Form N-CSR is to be used by management investment companies to file reports with the Commission not later than 10 days after the transmission to stockholders of any report that is required to be transmitted to stockholders under Rule 30e-1 under the Investment Company Act of 1940 (17 CFR 270.30e-1). The Commission may use the information provided on Form N-CSR in its regulatory, disclosure review, inspection and policymaking roles. A registrant is required to disclose the information specified by Form N-CSR, and the Commission will make this information public. A registrant is not required to respond to the collection of information contained in Form N-CSR unless the Form displays a currently valid Office of Management and Budget ("OMB") control number. Please direct comments concerning the accuracy of the information collection burden estimate and any suggestions for reducing the burden to Secretary, Securities and Exchange Commission, 110 F Street NE, Washington, DC 20549. The OMB has reviewed this collection of information under the clearance requirements of 44 U.S.C. ss. 3507. ITEM 1. REPORT TO STOCKHOLDERS. Attached hereto is the annual shareholder report transmitted to shareholders pursuant to Rule 30e-1 of the Investment Company Act of 1940, as amended. [LOGO] MASSMUTUAL PARTICIPATION INVESTORS 2008 ANNUAL REPORT MASSMUTUAL PARTICIPATION INVESTORS c/o Babson Capital Management LLC 1500 Main Street Suite 600, P.O. Box 15189 Springfield, Massachusetts 01115-5189 (413) 226-1516 http://www.BabsonCapital.com/mpv ADVISER Babson Capital Management LLC 1500 Main Street, P.O. Box 15189 Springfield, Massachusetts 01115-5189 INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM KPMG LLP Boston, Massachusetts 02110 COUNSEL TO THE TRUST Ropes & Gray LLP Boston, Massachusetts 02110 CUSTODIAN Citibank, N.A. New York, New York 10043 TRANSFER AGENT & REGISTRAR Shareholder Financial Services, Inc. P.O. Box 173673 Denver, Colorado 80217-3673 1-800-647-7374 MPV Listed NYSE PROXY VOTING POLICIES & PROCEDURES; PROXY VOTING RECORD The Trustees of MassMutual Participation Investors (the "Trust") have delegated proxy voting responsibilities relating to the voting of securities held by the Trust to Babson Capital Management LLC ("Babson Capital"). A description of Babson Capital's proxy voting policies and procedures is available (1) without charge, upon request, by calling, toll-free 1-866-399-1516; (2) on the Trust's website at http://www.BabsonCapital.com/mpv; and (3) on the U.S. Securities and Exchange Commission's ("SEC") website at http://www.sec.gov. Information regarding how the Trust voted proxies relating to portfolio securities during the most recent 12-month period ended June 30, 2008 is available (1) on the Trust's web-site at http://www.BabsonCapital.com/mpv; and (2) on the SEC's website at http://www.sec.gov. FORM N-Q The Trust files its complete schedule of portfolio holdings with the SEC for the first and third quarters of each fiscal year on Form N-Q. This information is available (i) on the SEC's website at http://www. sec.gov; and (ii) at the SEC's Public Reference Room in Washington, DC (which information on their operation may be obtained by calling 1-800-SEC-0330). A complete schedule of portfolio holdings as of each quarter-end is available on the Trust's website at http:// www.BabsonCapital.com/mpv or upon request by calling, toll-free, 1-866-399-1516. -------------------------------------------------------------------------------- MassMutual Participation Investors MASSMUTUAL PARTICIPATION INVESTORS -------------------------------------------------------------------------------- MassMutual Participation Investors is a closed-end investment company, first offered to the public in 1988, whose shares are traded on the New York Stock Exchange. INVESTMENT OBJECTIVE & POLICY -------------------------------------------------------------------------------- MassMutual Participation Investors (the "Trust") is a closed-end investment company, first offered to the public in 1988, whose shares are traded on the New York Stock Exchange under the trading symbol "MPV". The Trust's share price can be found in the financial section of most newspapers as "MassPrt" or "MassMuPrt" under either the New York Stock Exchange listings or Closed-End Fund listings. The Trust's investment objective is to maximize total return by providing a high level of current income, the potential for growth of income, and capital appreciation. The Trust's principal investments are privately placed, below-investment grade, long-term debt obligations purchased directly from their issuers, which tend to be smaller companies. At least half of these investments normally include equity features such as warrants, conversion rights, or other equity features that provide the Trust with the opportunity to realize capital gains. The Trust will also invest in publicly traded debt securities (including high yield securities), again with an emphasis on those with equity features, and in convertible preferred stocks and, subject to certain limitations, readily marketable equity securities. Below-investment grade or high yield securities have predominantly speculative characteristics with respect to the capacity of the issuer to pay interest and repay principal. In addition, the Trust may temporarily invest in high quality, readily marketable securities. Babson Capital Management LLC ("Babson Capital") manages the Trust on a total return basis. The Trust distributes substantially all of its net income to shareholders each year. Accordingly, the Trust pays dividends to shareholders quarterly in January, May, August, and November. All registered shareholders are automatically enrolled in the Dividend Reinvestment and Cash Purchase Plan unless cash distributions are requested. In this report you will find a complete listing of the Trust's holdings. We encourage you to read this section carefully for a better understanding of the Trust. We cordially invite all shareholders to attend the Trust's Annual Meeting of Shareholders, which will be held on April 24, 2009 at 1:30 P.M. in Springfield, Massachusetts. -------------------------------------------------------------------------------- MassMutual Participation Investors 1 TOTAL ANNUAL PORTFOLIO RETURN (AS OF 12/31 EACH YEAR)* [BAR CHART APPEARS HERE] MASSMUTUAL PARTICIPATION 4.77 8.11 3.41 5.70 23.72 25.14 22.51 18.64 9.95 -6.01 INVESTORS (BASED ON CHANGE IN THE NET ASSET VALUE WITH REINVESTED DIVIDENDS) RUSSELL 2000 INDEX 21.26 -3.03 2.49 -20.48 47.25 18.33 4.55 18.37 -1.57 -33.79 BARCLAYS CAPITAL U.S. 2.39 -5.86 5.28 -1.41 28.97 11.13 2.74 11.85 1.87 -26.16 CORPORATE HIGH YIELD INDEX 1999 2000 2001 2002 2003 2004 2005 2006 2007 2008 * Data for MassMutual Participation Investors (the "Trust") represents portfolio returns based on change in the Trust's net asset value assuming the reinvestment of all dividends and distributions. These returns differ from the total investment return based on market value of the Trust's shares due to the difference between the Trust's net asset value and the market value of its shares outstanding (see page 12 for total investment return based on market value). Past performance is no guarantee of future results. PORTFOLIO COMPOSITION AS OF 12/31/08* [PIE CHART APPEARS HERE] Private / 144A Public High High Yield Debt Yield Debt 65.5% 12.3% Private / Restricted Public Equity Equity 0.3% 15.3% Cash & Short Term Investments 6.6% *Based on value of total investments (including cash) -------------------------------------------------------------------------------- 2 MassMutual Participation Investors TO OUR SHAREHOLDERS -------------------------------------------------------------------------------- I am pleased to share with you the Trust's Annual Report for the year ended December 31, 2008. THE TRUST'S 2008 PORTFOLIO PERFORMANCE The Trust's net total portfolio rate of return for 2008 was negative 6.01%, as measured by the change in net asset value and assuming the reinvestment of all dividends and distributions. The Trust's total net assets were $110,175,930, or $11.10 per share, as of December 31, 2008. This compares to $126,625,334, or $12.84 per share, as of December 31, 2007. The Trust paid a quarterly dividend of 25 cents per share for each of the four quarters of 2008. Including the fourth quarter dividend paid in January 2009, total dividends for the year were $1.00 per share. The table below lists the average annual net returns of the Trust's portfolio, based on the change in net assets and assuming the reinvestment of all dividends and distributions. Average annual returns of the Barclays Capital U.S. Corporate High Yield Index and the Russell 2000 Small Cap Equity Index for the 1, 3, 5 and 10 years ended December 31, 2008 are provided for comparison. Barclays Capital U.S. Russell The Trust Corporate High Yield Index 2000 Index -------------------------------------------------------------------------------- 1 Year -6.01% -26.16% -33.27% -------------------------------------------------------------------------------- 3 Year 7.03% -5.59% -8.29% -------------------------------------------------------------------------------- 5 Year 13.45% -0.80% -0.93% -------------------------------------------------------------------------------- 10 Year 11.15% 2.17% 3.02% -------------------------------------------------------------------------------- Past performance is no guarantee of future results. The year 2008 was a challenging one at all levels. The U.S. economy declined into a recession and most asset classes performed below expectations. The mortgage and credit market crisis that began in mid-2007 expanded into a widespread economic recession that reached beyond the U.S. into every corner of the world. As credit markets weakened, businesses that relied on borrowing, including a number of well known financial firms, could not get the funds they needed and either closed or were acquired by others. Governments around the globe pumped capital into various institutions to try to improve the situation, but this had limited success. A crisis in investor confidence led to a flight to quality. This resulted in U.S. Treasury bills and bonds at record low yields. As 2008 came to an end, significant concerns existed about the U.S. economy. How far will the downturn extend? When will the downturn end? What events will lead to a recovery? The unemployment rate was 7.2 percent in December and is expected to rise in 2009, according to the U.S. Department of Labor. Inflation spiked to 5.4 percent in August, but then plummeted to just 0.1 percent by year-end. The value of the dollar versus several other currencies rebounded in 2008 after dropping precipitously in 2007. Corporate credit defaults around the globe rose after five straight years of decline, according to Moody's Investors Service. Moody's global issuer-weighted speculative-grade default rate finished the year at 4 percent, up from 0.9 percent in 2007. Moody's expects the default rate to jump in 2009 to more than 15 percent in the U.S., well beyond its historical average of 5 percent. PORTFOLIO ACTIVITY The Trust's investment activity during 2008 was very lumpy. During the first quarter of the year, the mezzanine and private equity markets in which the Trust participates continued to be affected by the credit dislocation that began in 2007. Less credit was available to fund transactions than had previously been available, so new investment activity was very slow. Credit became more readily available during the second and third quarters of 2008. As a result, new investment activity and portfolio company sale activity increased -------------------------------------------------------------------------------- MassMutual Participation Investors 3 during both quarters. Equally as important, the trend towards more conservative capital structures that began toward the end of 2007 continued into 2008. New investments were structured with lower leverage than had generally been the case during the last several years. At the same time, pricing on these investments was also more favorable than it has been for several years. As the third quarter ended, however, the turmoil in the financial markets once again impacted middle market leveraged buyout activity. Senior debt financing became increasingly scarce and significantly more expensive as a number of senior debt providers withdrew from the market. Investment activity in the fourth quarter slowed dramatically as a result, and the slowdown has continued into 2009. Overall, the Trust closed 23 new private placement transactions during 2008 and added to nine existing private placement investments. Total private placement purchases in 2008 were $28,001,715. Left to right: Clifford M. Noreen President Roger W. Crandall Chairman [PHOTO OF PRESIDENT AND CHAIRMAN] -------------------------------------------------------------------------------- 4 MassMutual Participation Investors New private placement investments completed during 2008 were: ASAP Industries LLC; AWX Holdings Corporation; All Current Holding Company; CDNT, Inc.; Clough, Harbour and Associates; Coeur, Inc.; Crane Rental Corporation; ESP Holdco, Inc.; FCX Holdings Corporation; GQ Holdings LLC; Hospitality Mints Holding Company; KPI Holdings, Inc.; MVI Holding, Inc.; MedSystems Holdings LLC; MEGTEC Holdings, Inc.; Milwaukee Gear Company; Power Services Holding Company; REI Delaware Holding, Inc.; Specialty Commodities, Inc.; Synteract Holdings Corporation; THI Acquisition, Inc.; UMA Enterprises, Inc.; and Xaloy Superior Holdings, Inc. In addition, the Trust added to existing private placement investments in American Hospice Management Holding LLC; Fuel Systems Holding Corporation; Morton Industrial Group, Inc.; Navis Global; NetShape Technologies, Inc.; Power Services Holding Company; Smart Source Holdings LLC; Tangent Rail Corporation and Truck Bodies & Equipment International. Left to right: Richard E. Spencer, II Vice President Michael P. Hermsen Vice President Jill A. Fields Vice President Patricia J. Walsh Vice President, Secretary & Chief Legal Officer Michael L. Klofas [PHOTO OF OFFICERS] Vice President James M. Roy Vice President & Chief Financial Officer -------------------------------------------------------------------------------- MassMutual Participation Investors 5 OUTLOOK FOR 2009 -------------------------------------------------------------------------------- The year 2009 opened with a new U.S. President and with worldwide financial markets under severe pressure. The recession has business and consumers in a self-perpetuating negative cycle - nervous consumers and companies cut back spending, which puts pressure on company earnings, often necessitating businesses to lay off staff, further fanning fear. Governments continue to look at capital injections to help start a recovery, but banks are hesitant to lend, despite interest rates from the Federal Reserve at near zero. How long will it take before the world's economies return to a normal state? As always, no one can predict the future with any degree of certainty. The current recessionary economic conditions have adversely affected the financial performance of many of the Trust's portfolio companies. In addition, middle market leveraged buyout activity, which drives new investment and portfolio company sale activity for the Trust, remains very slow. This will continue until senior debt financing becomes more widely available. As a result, we expect 2009 to be another challenging year, and one during which we will spend significant efforts on managing the Trust's existing portfolio of companies. Regardless of the economic environment the Trust continues to repeatedly employ the investment philosophy that has served it well since its inception: investing in companies which we believe have a strong business proposition, solid cash flow and experienced, ethical management. This philosophy, combined with Babson Capital's seasoned investment-management team and the Trust's financial position, contribute to the Trust's being well positioned for future investment opportunities that meet its investment objectives and policies. As always, I would like to thank you for your continued interest in and support of MassMutual Participation Investors. Sincerely, /s/ Clifford M. Noreen Clifford M. Noreen, President Cautionary Notice: Certain statements contained in this report may be "forward looking" statements. Investors are cautioned not to place undue reliance on forward-looking statements, which speak only as of the date in which they are made and which reflect management's current estimates, projections, expectations or beliefs, and which are subject to risks and uncertainties that may cause actual results to differ materially. These statements are subject to change at any time based upon economic, market or other conditions and may not be relied upon as investment advice or an indication of the Trust's trading intent. References to specific securities are not recommendations of such securities, and may not be representative of the Trust's current or future investments. We undertake no obligation to publicly update forward looking statements, whether as a result of new information, future events, or otherwise. -------------------------------------------------------------------------------- 2008 Record Net Investment Short-Term Tax Long-Term Dividends Date Income Gains Effect Gains -------------------------------------------------------------------------------- Regular 5/5/2008 0.2500 -- -- 8/1/2008 0.2500 -- -- 10/31/2008 0.2500 -- -- 12/31/2008 0.2500 -- -- -------------------------------------------------------------------------------- $1.0000 $ -- $1.0000 $ -- ================================================================================ The Trust did not have distributable net long-term capital gains in 2008. Qualified for Dividend Interest Earned on Annual Dividend Received Deduction* Qualified Dividends** U.S. Gov't. Obligations Amount Per Share Percent Amount Per Share Percent Amount Per Share Percent Amount Per Share --------------------------------------------------------------------------------------------------------- $1.00 6.5605% 0.0655 6.8105% 0.0680 0% 0.0000 ========================================================================================================= * Not available to individual shareholders ** Qualified dividends are reported in Box 1b on IRS Form 1099-Div for 2008 -------------------------------------------------------------------------------- 6 MassMutual Participation Investors FINANCIAL REPORT Consolidated Statement of Assets and Liabilities 8 Consolidated Statement of Operations 9 Consolidated Statement of Cash Flows 10 Consolidated Statements of Changes in Net Assets 11 Consolidated Financial Highlights 12 Consolidated Schedule of Investments 13-34 Notes to Consolidated Financial Statements 35-40 Report of Independent Registered Public Accounting Firm 41 Interested Trustees 42-43 Independent Trustees 44-46 Officers of the Trust 47 -------------------------------------------------------------------------------- MassMutual Participation Investors 7 CONSOLIDATED STATEMENT OF ASSETS AND LIABILITIES December 31, 2008 ASSETS: Investments (See Consolidated Schedule of Investments) Corporate restricted securities at fair value (Cost - $111,788,842) $ 100,077,804 Corporate public securities at market value (Cost - $20,268,522) 15,593,179 Short-term securities at amortized cost 5,710,652 -------------- 121,381,635 -------------- Cash 2,443,883 Interest and dividends receivable 1,540,728 Receivable for investments sold 108,651 Prepaid taxes 150,000 -------------- TOTAL ASSETS 125,624,897 -------------- LIABILITIES: Dividend payable 2,481,811 Payable for investments purchased 412,776 Investment advisory fee payable 247,896 Note payable 12,000,000 Interest payable 88,933 Accrued expenses 146,414 Accrued taxes payable 23,000 Other payables 48,137 -------------- TOTAL LIABILITIES 15,448,967 -------------- TOTAL NET ASSETS $ 110,175,930 ============== NET ASSETS: Common shares, par value $.01 per share; an unlimited number authorized $ 99,272 Additional paid-in capital 92,554,767 Retained net realized gain on investments, prior years 32,871,737 Undistributed net investment income 1,781,677 Accumulated net realized loss on investments (745,142) Net unrealized depreciation of investments (16,386,381) -------------- TOTAL NET ASSETS $ 110,175,930 ============== COMMON SHARES ISSUED AND OUTSTANDING 9,927,243 -------------- NET ASSET VALUE PER SHARE $ 11.10 ============== See Notes to Consolidated Financial Statements -------------------------------------------------------------------------------- 8 MassMutual Participation Investors CONSOLIDATED STATEMENT OF OPERATIONS For the year ended December 31, 2008 INVESTMENT INCOME: Interest $ 12,304,497 Dividends 650,486 Other 46,992 -------------- TOTAL INVESTMENT INCOME 13,001,975 -------------- EXPENSES: Investment advisory fees 1,091,087 Interest 702,229 Trustees' fees and expenses 163,000 Professional fees 159,750 Reports to shareholders 108,000 Custodian fees 27,557 Transfer agent/registrar's expenses 23,000 Other 55,415 -------------- TOTAL EXPENSES 2,330,038 -------------- INVESTMENT INCOME - NET 10,671,937 -------------- NET REALIZED AND UNREALIZED LOSS ON INVESTMENTS: Net realized loss on investments before taxes (1,191,905) Income tax benefit 26,877 -------------- NET REALIZED LOSS ON INVESTMENTS AFTER TAXES (1,165,028) -------------- NET CHANGE IN UNREALIZED DEPRECIATION OF INVESTMENTS (16,888,301) -------------- NET LOSS ON INVESTMENTS (18,053,329) -------------- NET DECREASE IN NET ASSETS RESULTING FROM OPERATIONS $ (7,381,392) ============== See Notes to Consolidated Financial Statements -------------------------------------------------------------------------------- MassMutual Participation Investors 9 CONSOLIDATED STATEMENT OF CASH FLOWS For the year ended December 31, 2008 NET INCREASE IN CASH: Cash flows from operating activities: Purchases/Proceeds/Maturities from short-term portfolio securities, net $ 2,123,561 Purchases of portfolio securities (40,195,877) Proceeds from disposition of portfolio securities 40,235,986 Interest, dividends and other received 13,928,434 Interest expense paid (706,051) Operating expenses paid (1,598,522) Income taxes paid (855,715) -------------- NET CASH PROVIDED BY OPERATING ACTIVITIES 12,931,816 -------------- Cash flows from financing activities: Cash dividends paid from net investment income (12,176,492) Cash dividends paid from net realized gain on investments (187,646) Receipts for shares issued on reinvestment of dividends 847,131 -------------- NET CASH USED FOR FINANCING ACTIVITIES (11,517,007) -------------- NET INCREASE IN CASH 1,414,809 Cash - beginning of year 1,029,074 -------------- CASH - END OF YEAR $ 2,443,883 -------------- RECONCILIATION OF NET DECREASE IN NET ASSETS TO NET CASH PROVIDED BY OPERATING ACTIVITIES: NET DECREASE IN NET ASSETS RESULTING FROM OPERATIONS $ (7,381,392) -------------- Decrease in investments 18,458,145 Decrease in interest and dividends receivable 1,452,713 Decrease in receivable for investments sold 846,701 Increase in prepaid taxes (150,000) Increase in payable for investments purchased 412,776 Decrease in investment advisory fee payable (37,011) Decrease in interest payable (3,822) Increase in accrued expenses 21,299 Decrease in accrued taxes payable (732,592) Increase in other payables 44,999 -------------- TOTAL ADJUSTMENTS TO NET ASSETS FROM OPERATIONS 20,313,208 -------------- NET CASH PROVIDED BY OPERATING ACTIVITIES $ 12,931,816 ============== See Notes to Consolidated Financial Statements -------------------------------------------------------------------------------- 10 MassMutual Participation Investors CONSOLIDATED STATEMENTS OF CHANGES IN NET ASSETS For the years ended December 31, 2008 and 2007 2008 2007 -------------------------------------------------------------------------------------------------- INCREASE (DECREASE) IN NET ASSETS: OPERATIONS: Investment income - net $ 10,671,937 $ 12,057,960 Net realized (loss) gain on investments (1,165,028) 1,184,026 Net change in unrealized depreciation of investments (16,888,301) (1,644,141) -------------- -------------- NET (DECREASE) INCREASE IN NET ASSETS RESULTING FROM OPERATIONS (7,381,392) 11,597,845 -------------- -------------- Increase from common shares issued on reinvestment of dividends Common shares issued (2008 - 65,632; 2007 - 56,329) 847,131 828,061 Dividends to shareholders from: Net investment income (2008 - $1.00 per share; 2007 - $1.23 per share) (9,915,143) (12,127,939) Net realized gains on investments (2007 - $0.02 per share) -- (187,646) -------------- -------------- TOTAL (DECREASE) INCREASE IN NET ASSETS (16,449,404) 110,321 -------------- -------------- NET ASSETS, BEGINNING OF YEAR 126,625,334 126,515,013 -------------- -------------- NET ASSETS, END OF YEAR (INCLUDING UNDISTRIBUTED NET INVESTMENT INCOME OF $1,781,677 AND $991,196, RESPECTIVELY) $ 110,175,930 $ 126,625,334 ============== ============== See Notes to Consolidated Financial Statements -------------------------------------------------------------------------------- MassMutual Participation Investors 11 CONSOLIDATED FINANCIAL HIGHLIGHTS Selected data for each share of beneficial interest outstanding: For the years ended December 31, 2008 2007 2006 2005 2004 ----------------------------------------------------------------------------------------------------- NET ASSET VALUE: BEGINNING OF YEAR $ 12.84 $ 12.90 $ 12.21 $ 11.13 $ 9.84 ---------- ---------- ---------- ---------- ---------- Net investment income (a) 1.08 1.23 1.10 0.99 1.00 Net realized and unrealized gain (loss) on investments (1.82) (0.05) 0.77 1.09(b) 1.36 ---------- ---------- ---------- ---------- ---------- TOTAL FROM INVESTMENT OPERATIONS (0.74) 1.18 1.87 2.08 2.36 ---------- ---------- ---------- ---------- ---------- Dividends from net investment income to common shareholders (1.00) (1.23) (1.18) (1.01) (1.10) Dividends from net realized gain on investments to common shareholders -- (0.02) (0.01) -- -- Increase from dividends reinvested 0.00(c) 0.01 0.01 0.01 0.03 ---------- ---------- ---------- ---------- ---------- TOTAL DIVIDENDS (1.00) (1.24) (1.18) (1.00) (1.07) ---------- ---------- ---------- ---------- ---------- NET ASSET VALUE: END OF YEAR $ 11.10 $ 12.84 $ 12.90 $ 12.21 $ 11.13 ---------- ---------- ---------- ---------- ---------- PER SHARE MARKET VALUE: END OF YEAR $ 9.05 $ 13.18 $ 14.70 $ 14.05 $ 13.31 ========== ========== ========== ========== ========== Total investment return Net asset value (d) (6.01%) 9.95% 18.64% 22.51% 25.14% Market value (25.36%) (1.30%) 16.81% 17.25% 25.77% Net assets (in millions): End of year $ 110.18 $ 126.63 $ 126.52 $ 119.02 $ 107.61 Ratio of operating expenses to average net assets 1.33% 1.36% 1.17% 1.45% 1.63% Ratio of interest expense to average net assets 0.58% 0.56% 0.57% 0.80% 0.89% Ratio of income tax expense to average net assets (e) 0.00% 0.48% 2.68% 2.83% 0.16% Ratio of total expenses before custodian reduction to average net assets (e) 1.91% 2.40% 4.46% 5.12% 2.68% Ratio of net expenses after custodian reduction to average net assets (e) 1.91% 2.40% 4.42% 5.08% 2.68% Ratio of net investment income to average net assets 8.74% 9.32% 8.43% 8.45% 9.60% Portfolio turnover 32% 33% 34% 32% 51% (a) Calculated using average shares. (b) Amount includes $0.10 per share in litigation proceeds. (c) Rounds to less than $0.01 per share. (d) Net asset value return represents portfolio returns based on change in the Trust's net asset value assuming the reinvestment of all dividends and distributions which differs from the total investment return based on the Trust's market value due to the difference between the Trust's net asset value and the market value of its shares outstanding; past performance is no guarantee of future results. (e) As additional information, this ratio is included to reflect the taxes paid on retained long-term gains. These taxes paid are netted against realized capital gains in the Statement of Operations. The taxes paid are treated as deemed distributions and a credit for the taxes paid is passed on to shareholders. Senior borrowings: Total principal amount (in millions) $ 12 $ 12 $ 12 $ 12 $ 22.5 Asset coverage per $1,000 of indebtedness $ 10,181 $ 11,552 $ 11,543 $ 10,918 $ 5,783 See Notes to Consolidated Financial Statements -------------------------------------------------------------------------------- 12 MassMutual Participation Investors CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Principal Amount Shares, Units or Ownership Acquisition CORPORATE RESTRICTED SECURITIES - 90.84% (A) Percentage Date Cost Fair Value --------------------------------------------------------------------------------------------------------------------------------- PRIVATE PLACEMENT INVESTMENTS - 88.43% A H C HOLDING COMPANY, INC. A designer and manufacturer of boilers and water heaters for the commercial sector. 15% Senior Subordinated Note due 2015 $ 1,273,197 11/21/07 $ 1,246,396 $ 1,204,156 Limited Partnership Interest (B) 12.26% int. 11/21/07 119,009 114,966 ------------- ------------- 1,365,405 1,319,122 ------------- ------------- A S A P INDUSTRIES LLC A designer and manufacturer of components used on oil and natural gas wells. 12.5% Senior Subordinated Note due 2015 $ 600,667 12/31/08 521,754 621,192 Limited Liability Company Unit Class A-2 (B) 677 uts. 12/31/08 74,333 70,616 Limited Liability Company Unit Class A-3 (B) 608 uts. 12/31/08 66,899 6 ------------- ------------- 662,986 691,814 ------------- ------------- A T I ACQUISITION COMPANY A for-profit post-secondary school serving students in Texas, Florida and Arizona. 12% Senior Subordinated Note due 2012 $ 1,125,000 04/08/04 1,125,000 1,125,000 Warrant, exercisable until 2012, to purchase preferred stock at $.01 per share (B) 7 shs. 11/16/07 -- 10,728 Warrant, exercisable until 2012, to purchase common stock at $.02 per share (B) 1,230 shs. 04/08/04 -- 548,227 ------------- ------------- 1,125,000 1,683,955 ------------- ------------- A W X HOLDINGS CORPORATION A provider of aerial equipment rental, sales and repair services to non-residential construction and maintenance contractors operating in Indiana. 10.5% Senior Secured Term Note due 2014 $ 420,000 05/15/08 411,600 403,527 13% Senior Subordinated Note due 2015 $ 420,000 05/15/08 377,928 398,149 Common Stock (B) 60,000 shs. 05/15/08 60,000 57,000 Warrant, exercisable until 2015, to purchase common stock at $.01 per share (B) 21,099 shs. 05/15/08 35,654 211 ------------- ------------- 885,182 858,887 ------------- ------------- ADVANCED TECHNOLOGIES HOLDINGS A provider of factory maintenance services to industrial companies. 15% Senior Subordinated Note due 2013 $ 1,113,134 12/27/07 1,090,508 1,087,185 Preferred Stock (B) 546 shs. 12/27/07 270,000 273,973 ------------- ------------- 1,360,508 1,361,158 ------------- ------------- AERO HOLDINGS, INC. A provider of geospatial services to corporate and government clients. 10.5% Senior Secured Term Note due 2014 $ 930,000 03/09/07 916,050 907,228 14% Senior Subordinated Note due 2015 $ 720,000 03/09/07 651,497 697,818 Common Stock (B) 150,000 shs. 03/09/07 150,000 249,041 Warrant, exercisable until 2015, to purchase common stock at $.01 per share (B) 37,780 shs. 03/09/07 63,730 62,725 ------------- ------------- 1,781,277 1,916,812 ------------- ------------- MassMutual Participation Investors 13 CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Principal Amount Shares, Units or Ownership Acquisition CORPORATE RESTRICTED SECURITIES: (A) CONTINUED Percentage Date Cost Fair Value --------------------------------------------------------------------------------------------------------------------------------- ALL CURRENT HOLDING COMPANY A specialty re-seller of essential electrical parts and components primarily serving wholesale distributors. 12% Senior Subordinated Note due 2015 $ 603,697 09/26/08 $ 549,053 $ 575,074 Common Stock (B) 713 shs. 09/26/08 71,303 67,735 Warrant, exercisable until 2018, to purchase common stock at $.01 per share (B) 507 shs. 09/26/08 46,584 5 ------------- ------------- 666,940 642,814 ------------- ------------- AMERICAN HOSPICE MANAGEMENT HOLDING LLC A for-profit hospice care provider in the United States. 12% Senior Subordinated Note due 2013 $ 1,687,503 * 1,606,040 1,699,982 Preferred Class A Unit (B) 1,706 uts. ** 170,600 136,480 Preferred Class B Unit (B) 808 uts. 06/09/08 80,789 80,789 Common Class B Unit (B) 16,100 uts. 01/22/04 1 -- Common Class D Unit (B) 3,690 uts. 09/12/06 -- -- ------------- ------------- * 01/22/04 and 06/09/08. ** 01/22/04 and 09/12/06. 1,857,430 1,917,251 ------------- ------------- ARROW TRU-LINE HOLDINGS, INC. A manufacturer of hardware for residential and commercial overhead garage doors in North America. 12% Senior Subordinated Note due 2012 $ 861,702 05/18/05 826,230 793,954 Common Stock (B) 263 shs. 05/18/05 263,298 19,048 Warrant, exercisable until 2012, to purchase common stock at $.01 per share (B) 69 shs. 05/18/05 59,362 4,994 ------------- ------------- 1,148,890 817,996 ------------- ------------- BRAVO SPORTS HOLDING CORPORATION A designer and marketer of niche branded consumer products including canopies, trampolines, in-line skates, skateboards, and urethane wheels. 12.5% Senior Subordinated Note due 2014 $ 1,207,902 06/30/06 1,145,126 1,121,851 Preferred Stock Class A (B) 465 shs. 06/30/06 141,946 73,882 Common Stock (B) 1 sh. 06/30/06 152 -- Warrant, exercisable until 2014, to purchase common stock at $.01 per share (B) 164 shs. 06/30/06 48,760 25,965 ------------- ------------- 1,335,984 1,221,698 ------------- ------------- C D N T, INC. A value-added converter and distributor of specialty pressure sensitive adhesives, foams, films, and foils. 10.5% Senior Secured Term Note due 2014 $ 429,070 08/07/08 420,489 415,289 12.5% Senior Subordinated Note due 2015 $ 429,070 08/07/08 388,799 409,279 Common Stock (B) 41,860 shs. 08/07/08 41,860 39,767 Warrant, exercisable until 2018, to purchase common stock at $.01 per share (B) 32,914 shs. 08/07/08 32,965 329 ------------- ------------- 884,113 864,664 ------------- ------------- CAPESUCCESS LLC A provider of diversified staffing services. Preferred Membership Interests (B) 806 uts. 04/29/00 3,598 -- Common Membership Interests (B) 10,421 uts. 04/29/00 46,706 -- ------------- ------------- 50,304 -- ------------- ------------- 14 MassMutual Participation Investors CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Principal Amount Shares, Units or Ownership Acquisition CORPORATE RESTRICTED SECURITIES: (A) CONTINUED Percentage Date Cost Fair Value --------------------------------------------------------------------------------------------------------------------------------- CAPITAL SPECIALTY PLASTICS, INC. A producer of desiccant strips used for packaging pharmaceutical products. Common Stock (B) 55 shs. * $ 252 $ 139,733 ------------- ------------- *12/30/97 and 05/29/99. CLOUGH, HARBOUR AND ASSOCIATES An engineering service firm that is located in Albany, NY. 12.25% Senior Subordinated Note due 2015 $ 1,270,588 12/02/08 1,177,994 1,271,170 Preferred Stock (B) 147 shs. 12/02/08 146,594 139,261 ------------- ------------- 1,324,588 1,410,431 ------------- ------------- COEUR, INC. A producer of proprietary, disposable power injection syringes. 12% Senior Subordinated Note due 2016 $ 642,857 10/10/08 581,786 620,718 Common Stock (B) 321 shs. 10/10/08 32,143 30,536 Warrant, exercisable until 2018, to purchase common stock at $.01 per share (B) 495 shs. 10/10/08 48,214 5 ------------- ------------- 662,143 651,259 ------------- ------------- CONNECTICUT ELECTRIC, INC. A supplier and distributor of electrical products sold into the retail and wholesale markets. 12% Senior Subordinated Note due 2014 $ 1,267,387 01/12/07 1,182,283 1,050,671 Limited Liability Company Unit Class A (B) 82,613 uts. 01/12/07 82,613 23,674 Limited Liability Company Unit Class C (B) 59,756 uts. 01/12/07 59,756 17,124 ------------- ------------- 1,324,652 1,091,469 ------------- ------------- CONNOR SPORT COURT INTERNATIONAL, INC. A designer and manufacturer of outdoor and indoor synthetic sports flooring and other temporary flooring products. Preferred Stock Series B-2 (B) 9,081 shs. 07/05/07 370,796 908,072 Preferred Stock Series C (B) 4,757 shs. 07/05/07 158,912 428,137 Common Stock (B) 380 shs. 07/05/07 4 4 Limited Partnership Interest (B) 6.88% int. * 103,135 -- ------------- ------------- *08/12/04 and 01/14/05. 632,847 1,336,213 ------------- ------------- COREPHARMA LLC A manufacturer of oral dose generic pharmaceuticals targeted at niche applications. 12% Senior Subordinated Note due 2013 $ 1,350,000 08/04/05 1,297,464 1,281,088 Warrant, exercisable until 2013, to purchase common stock at $.001 per share (B) 10 shs. 08/04/05 72,617 47,632 ------------- ------------- 1,370,081 1,328,720 ------------- ------------- CRANE RENTAL CORPORATION A crane rental company. 13% Senior Subordinated Note due 2015 $ 1,215,000 08/21/08 1,090,910 1,164,112 Common Stock (B) 135,000 shs. 08/21/08 135,000 128,250 Warrant, exercisable until 2016, to purchase common stock at $.01 per share (B) 72,037 shs. 08/21/08 103,143 720 ------------- ------------- 1,329,053 1,293,082 ------------- ------------- MassMutual Participation Investors 15 CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Principal Amount Shares, Units or Ownership Acquisition CORPORATE RESTRICTED SECURITIES: (A) CONTINUED Percentage Date Cost Fair Value --------------------------------------------------------------------------------------------------------------------------------- DAVIS-STANDARD LLC A manufacturer, assembler, and installer of a broad range of capital equipment that is used in the extrusion, conversion, and processing of plastic materials. 12% Senior Subordinated Note due 2014 $ 978,261 10/30/06 $ 923,021 $ 963,529 Limited Partnership Interest (B) 0.97% int. 10/30/06 371,739 824,832 Warrant, exercisable until 2014, to purchase preferred stock at $.01 per share (B) 26 shs. 10/30/06 26,380 32,030 Warrant, exercisable until 2014, to purchase common stock at $.01 per share (B) 18 shs. 10/30/06 18,000 88,005 ------------- ------------- 1,339,140 1,908,396 ------------- ------------- DIVERSCO, INC./ DHI HOLDINGS, INC. A contract provider of janitorial and equipment maintenance services and temporary production labor to industrial customers. Membership Interests of MM/Lincap Diversco Investments Ltd. LLC (B) 13.57% int. 08/27/98 366,495 -- Preferred Stock (B) 1,639 shs. 12/14/01 1,392,067 659,713 Warrants, exercisable until 2011, to purchase common stock of DHI Holdings, Inc. at $.01 per share (B) 6,676 shs. * 201,655 -- ------------- ------------- *10/24/96 and 08/28/98. 1,960,217 659,713 ------------- ------------- DUNCAN SYSTEMS, INC. A distributor of windshields and side glass for the recreational vehicle market. 10% Senior Secured Term Note due 2013 $ 308,571 11/01/06 303,942 287,347 13% Senior Subordinated Note due 2014 $ 488,572 11/01/06 442,141 443,852 Common Stock (B) 102,857 shs. 11/01/06 102,857 78,996 Warrant, exercisable until 2014, to purchase common stock at $.01 per share (B) 32,294 shs. 11/01/06 44,663 24,802 ------------- ------------- 893,603 834,997 ------------- ------------- DWYER GROUP, INC. A franchiser of a variety of home repair services. Common Stock (B) 3,656 shs. * 365,600 609,991 Warrant, exercisable until 2011, to purchase common stock at $.01 per share (B) 1,077 shs. 10/30/03 98,719 179,629 ------------- ------------- *10/30/03 and 01/02/04. 464,319 789,620 ------------- ------------- E S P HOLDCO, INC. A manufacturer of power protection technology for commercial office equipment, primarily supplying the office equipment dealer network. 14% Senior Subordinated Note due 2015 $ 1,198,584 01/08/08 1,177,088 1,112,909 Common Stock (B) 349 shs. 01/08/08 174,701 165,775 ------------- ------------- 1,351,789 1,278,684 ------------- ------------- E X C ACQUISITION CORPORATION A manufacturer of pre-filled syringes and pump systems used for intravenous drug delivery. Warrant, exercisable until 2014, to purchase common stock at $.01 per share (B) 11 shs. 06/28/04 40,875 111,618 ------------- ------------- 16 MassMutual Participation Investors CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Principal Amount Shares, Units or Ownership Acquisition CORPORATE RESTRICTED SECURITIES: (A) CONTINUED Percentage Date Cost Fair Value --------------------------------------------------------------------------------------------------------------------------------- ELECTRA BICYCLE COMPANY LLC A designer and marketer of branded leisure bicycles. Limited Liability Company Unit Series F 36,913 uts. 04/12/07 $ 36,913 $ 106,057 Limited Liability Company Unit Series G 2,852 uts. 04/12/07 2,852 8,194 ------------- ------------- 39,765 114,251 ------------- ------------- EVANS CONSOLES, INC. A designer and manufacturer of consoles and control center systems. Common Stock (B) 45,000 shs. 05/06/04 6 842,151 ------------- ------------- F C X HOLDINGS CORPORATION A distributor of specialty/technical valves, actuators, accessories, and process instrumentation supplying a number of industrial, high purity, and energy end markets in North America. 15% Senior Subordinated Note due 2015 $ 1,118,571 10/06/08 1,096,200 1,061,988 Preferred Stock (B) 2,298 shs. 10/06/08 229,804 218,310 Common Stock (B) 1,625 shs. 10/06/08 1,625 1,544 ------------- ------------- 1,327,629 1,281,842 ------------- ------------- F H S HOLDINGS LLC A national provider of customized disease management services to large self-insured employers. 12% Senior Subordinated Note due 2014 $ 1,265,625 06/01/06 1,190,841 1,139,063 Limited Liability Company Units of Linden/FHS Holdings LLC (B) 84 uts. 06/01/06 84,368 42,484 Common Unit Class B (B) 734 shs. 06/01/06 64,779 -- ------------- ------------- 1,339,988 1,181,547 ------------- ------------- FLUTES, INC. An independent manufacturer of micro fluted corrugated sheet material for the food and consumer products packaging industries. 10% Senior Secured Term Note due 2013 $ 524,791 04/13/06 516,919 463,069 14% Senior Subordinated Note due 2014 $ 317,177 04/13/06 289,204 278,022 Common Stock (B) 62,535 shs. 04/13/06 62,535 -- Warrant, exercisable until 2014, to purchase common stock at $.01 per share (B) 17,680 shs. 04/13/06 27,676 -- ------------- ------------- 896,334 741,091 ------------- ------------- FOWLER HOLDING, INC. A provider of site development services to residential homebuilders and developers in the Raleigh/Durham region of North Carolina. 12% Senior Subordinated Note due 2013 $ 1,252,174 02/03/06 1,123,044 -- Common Stock (B) 98 shs. 02/03/06 97,826 -- Warrant, exercisable until 2013, to purchase common stock at $.01 per share (B) 135 shs. 02/03/06 110,348 -- ------------- ------------- 1,331,218 -- ------------- ------------- FUEL SYSTEMS HOLDING CORPORATION An independent North American supplier of fuel tanks for a wide variety of commercial vehicles. 12% Senior Subordinated Note due 2014 (D) $ 1,237,500 01/31/06 1,149,638 309,375 Preferred Stock (B) 16,792 shs. 06/12/08 16,792 -- Common Stock (B) 112,500 shs. 01/31/06 112,500 -- Warrant, exercisable until 2016, to purchase common stock at $.01 per share (B) 73,275 shs. 01/31/06 63,113 -- ------------- ------------- 1,342,043 309,375 ------------- ------------- MassMutual Participation Investors 17 CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Principal Amount Shares, Units or Ownership Acquisition CORPORATE RESTRICTED SECURITIES: (A) CONTINUED Percentage Date Cost Fair Value --------------------------------------------------------------------------------------------------------------------------------- GOLDEN COUNTRY FOODS HOLDING, INC. A manufacturer of frozen appetizers and snacks. 12% Senior Subordinated Note due 2015 $ 1,012,500 11/01/07 $ 914,607 $ 810,000 8% Series A Convertible Preferred Stock, convertible into 4.25% of the fully diluted common shares (B) 77,643 shs. 11/01/07 77,643 -- ------------- ------------- 992,250 810,000 ------------- ------------- GQ HOLDINGS LLC A developer and distributor of tools, equipment, and supplies to the natural and engineered stone industry. 15% Senior Subordinated Note due 2015 $ 1,226,592 06/27/08 1,201,773 1,104,732 Common Stock (B) 3,867 shs. 06/27/08 132,841 106,271 ------------- ------------- 1,334,614 1,211,003 ------------- ------------- H M HOLDING COMPANY A designer, manufacturer, and importer of promotional and wood furniture. 12% Senior Subordinated Note due 2013 (D) $ 1,170,000 02/10/06 1,084,725 -- Preferred Stock (B) 21 shs. * 21,428 -- Common Stock (B) 180 shs. 02/10/06 180,000 -- Warrant, exercisable until 2013, to purchase common stock at $.02 per share (B) 67 shs. 02/10/06 61,875 -- ------------- ------------- *09/18/07 and 06/27/08. 1,348,028 -- ------------- ------------- HIGHGATE CAPITAL LLC An acquirer of controlling or substantial interests in manufacturing and marketing entities. Series A Preferred Units (B) 0.30% int. 07/21/94 91,867 -- ------------- ------------- HOME DECOR HOLDING COMPANY A designer, manufacturer and marketer of framed art and wall decor products. 12.5% Senior Subordinated Note due 2012 $ 1,081,731 * 1,013,439 1,028,975 Common Stock (B) 33 shs. * 33,216 27,069 Warrant, exercisable until 2012, to purchase common stock at $.02 per share (B) 106 shs. * 105,618 86,064 ------------- ------------- * 06/30/04 and 08/19/04. 1,152,273 1,142,108 ------------- ------------- HOSPITALITY MINTS HOLDING COMPANY A manufacturer of individually-wrapped imprinted promotional mints. 12% Senior Subordinated Note due 2016 $ 1,098,837 08/19/08 1,016,628 1,042,588 Common Stock (B) 251 shs. 08/19/08 251,163 238,602 Warrant, exercisable until 2016, to purchase common stock at $.01 per share (B) 65 shs. 08/19/08 60,233 1 ------------- ------------- 1,328,024 1,281,191 ------------- ------------- INSURANCE CLAIMS MANAGEMENT, INC. A third party administrator providing auto and property claim administration services for insurance companies. Common Stock (B) 37 shs. 02/27/07 1,100 53,436 Warrant, exercisable until 2011, to purchase common stock at $.01 per share (B) 11 shs. 02/27/07 324 15,742 ------------- ------------- 1,424 69,178 ------------- ------------- INTEGRATION TECHNOLOGY SYSTEMS, INC. A manufacturer of steel protective computer and network systems for the industrial and office environments. 12% Senior Subordinated Note due on demand $ 25,055 03/01/04 1 -- Common Stock (B) 130 shs. 06/01/00 149,500 -- ------------- ------------- 149,501 -- ------------- ------------- 18 MassMutual Participation Investors CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Principal Amount Shares, Units or Ownership Acquisition CORPORATE RESTRICTED SECURITIES: (A) CONTINUED Percentage Date Cost Fair Value --------------------------------------------------------------------------------------------------------------------------------- JASON, INC. A diversified manufacturing company serving various industrial markets. 13% Senior Subordinated Note due 2010 $ 510,187 08/04/00 $ 491,439 $ 490,920 Limited Partnership Interest of Saw Mill Capital Fund II, L.P. (B) 1.30% int. 08/03/00 469,218 51,509 Warrant, exercisable until 2010, to purchase common stock at $.01 per share (B) 26,931 shs. 08/04/00 61,101 10,344 ------------- ------------- 1,021,758 552,773 ------------- ------------- JUSTRITE MANUFACTURING ACQUISITION CO. A manufacturer of safety products such as storage cabinets and containers. 12% Senior Subordinated Note due 2011 $ 843,750 12/15/04 813,493 827,158 Warrant, exercisable until 2011, to purchase common stock at $.01 per share (B) 594 shs. 12/15/04 53,528 136,976 ------------- ------------- 867,021 964,134 ------------- ------------- K H O F HOLDINGS, INC. A manufacturer of premium disposable tableware products serving both the foodservice and consumer channels. 14% Senior Subordinated Note due 2014 $ 1,263,334 10/15/07 1,238,088 1,210,407 Common Stock (B) 116,827 shs. 10/15/07 116,827 120,737 ------------- ------------- 1,354,915 1,331,144 ------------- ------------- K N B HOLDINGS CORPORATION A designer, manufacturer and marketer of products for the custom framing market. 13.5% Senior Subordinated Note due 2013 $ 1,329,717 05/25/06 1,275,911 1,269,919 Common Stock (B) 71,053 shs. 05/25/06 71,053 59,759 Warrant, exercisable until 2013, to purchase common stock at $.01 per share (B) 43,600 shs. 05/25/06 37,871 36,669 ------------- ------------- 1,384,835 1,366,347 ------------- ------------- K P I HOLDINGS, INC. Pace Industries is the largest player in the U.S. non-automotive, non-ferrous die casting segment. 13% Senior Subordinated Note due 2014 $ 1,115,217 07/16/08 1,042,077 1,061,083 Common Stock (B) 235 shs. 07/15/08 234,783 223,041 Warrant, exercisable until 2018, to purchase common stock at $.01 per share (B) 51 shs. 07/16/08 50,836 1 ------------- ------------- 1,327,696 1,284,125 ------------- ------------- K W P I HOLDINGS CORPORATION A manufacturer and distributor of vinyl windows and patio doors throughout the northwestern United States. 12.75% Senior Subordinated Note due 2014 $ 1,229,301 03/14/07 1,133,747 1,054,436 Common Stock (B) 123 shs. 03/13/07 123,000 47,720 Warrant, exercisable until 2017, to purchase common stock at $.01 per share (B) 89 shs. 03/14/07 85,890 34,529 ------------- ------------- 1,342,637 1,136,685 ------------- ------------- K-TEK HOLDING CORPORATION A manufacturer of instrumentation for liquid and bulk solids level detection for process and storage tanks. 14% Senior Subordinated Note due 2015 $ 1,181,178 12/20/07 1,159,367 1,126,191 Preferred Stock (B) 192,314 shs. 12/20/07 192,314 204,579 Common Stock (B) 54,326 shs. 12/20/07 543 79,165 ------------- ------------- 1,352,224 1,409,935 ------------- ------------- MassMutual Participation Investors 19 CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Principal Amount Shares, Units or Ownership Acquisition CORPORATE RESTRICTED SECURITIES: (A) CONTINUED Percentage Date Cost Fair Value --------------------------------------------------------------------------------------------------------------------------------- M V I HOLDING, INC. A manufacturer of large precision machined metal components used in equipment which services a variety of industries, including the oil & gas, mining, and defense markets. 13% Senior Subordinated Note due 2016 $ 644,786 09/12/08 $ 597,100 $ 607,823 Common Stock (B) 32 shs. 09/12/08 32,143 30,533 Warrant, exercisable until 2018, to purchase common stock at $.01 per share (B) 35 shs. 09/12/08 34,714 -- ------------- ------------- 663,957 638,356 ------------- ------------- MAIL COMMUNICATIONS GROUP, INC. A provider of mail processing and handling services, lettershop services, and commercial printing services. 12.5% Senior Subordinated Note due 2014 $ 516,177 05/04/07 483,072 495,840 Limited Liability Company Unit (B) 12,763 uts. * 166,481 222,150 Warrant, exercisable until 2014, to purchase common stock at $.01 per share (B) 1,787 shs. 05/04/07 22,781 31,103 ------------- ------------- *05/04/07 and 01/02/08. 672,334 749,093 ------------- ------------- MAVERICK ACQUISITION COMPANY A manufacturer of capsules that cover the cork and neck of wine bottles. 8.26% Senior Secured Tranche A Note due 2010 (C) $ 207,815 09/03/04 207,815 205,449 12% Senior Secured Tranche B Note due 2011 $ 179,104 09/03/04 167,495 166,526 Limited Partnership Interest (B) 4.48% int. 09/03/04 33,582 10,416 Warrant, exercisable until 2011, to purchase common stock at $.01 per share (B) 243 shs. 09/03/04 22,556 7,526 ------------- ------------- 431,448 389,917 ------------- ------------- MEDSYSTEMS HOLDINGS LLC A manufacturer of enteral feeding products, such as feeding tubes and other products related to assisted feeding. 13% Senior Subordinated Note due 2015 $ 608,401 08/29/08 534,359 581,580 Preferred Unit (B) 66 uts. 08/29/08 66,451 63,128 Common Unit Class A (B) 671 uts. 08/29/08 671 637 Common Unit Class B (B) 250 uts. 08/29/08 63,564 3 ------------- ------------- 665,045 645,348 ------------- ------------- MEGTEC HOLDINGS, INC. A supplier of industrial and environmental products and services to a broad array of industries. 12% Senior Subordinated Note due 2016 $ 1,144,068 09/24/08 1,048,910 1,083,484 Preferred Stock (B) 56 shs. 09/24/08 54,040 1 Limited Partnership Interest (B) 205,932 int. 09/16/08 205,932 195,635 Warrant, exercisable until 2018, to purchase common stock at $.01 per share (B) 18 shs. 09/24/08 18,237 -- ------------- ------------- 1,327,119 1,279,120 ------------- ------------- MICROGROUP, INC. A manufacturer of precision parts and assemblies, and a value-added supplier of metal tubing and bars. 12% Senior Subordinated Note due 2013 $ 1,421,795 * 1,354,600 1,376,331 Common Stock (B) 238 shs. * 238,000 426,254 Warrant, exercisable until 2013, to purchase common stock at $.02 per share (B) 87 shs. * 86,281 155,475 ------------- ------------- *08/12/05 and 09/11/06. 1,678,881 1,958,060 ------------- ------------- 20 MassMutual Participation Investors CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Principal Amount Shares, Units or Ownership Acquisition CORPORATE RESTRICTED SECURITIES: (A) CONTINUED Percentage Date Cost Fair Value --------------------------------------------------------------------------------------------------------------------------------- MILWAUKEE GEAR COMPANY A manufacturer of high-precision custom gears and gear drives used by original equipment manufacturers operating in a number of industries. 13% Senior Subordinated Note due 2014 $ 1,246,154 07/21/08 $ 1,172,806 $ 1,203,237 Preferred Stock (B) 139 shs. 07/21/08 138,374 131,459 Common Stock (B) 9 shs. 07/21/08 10,000 9,500 Warrant, exercisable until 2014, to purchase common stock at $.01 per share (B) 6 shs. 07/21/08 5,510 -- ------------- ------------- 1,326,690 1,344,196 ------------- ------------- MOMENTUM HOLDING CO. A designer and supplier of upholstery fabric to commercial furniture manufacturers and architectural and design firms. Limited Partnership Interest (B) 11.24% int. 08/04/06 56,198 133,841 Warrant, exercisable until 2014, to purchase common stock at $.02 per share (B) 586 shs. 08/04/06 56,705 139,514 ------------- ------------- 112,903 273,355 ------------- ------------- MONESSEN HOLDING CORPORATION A designer and manufacturer of a broad line of gas, wood, and electric hearth products and accessories. 14% Senior Subordinated Note due 2014 $ 1,490,051 07/25/08 1,391,897 1,341,046 Warrant, exercisable until 2014, to purchase common stock at $.02 per share (B) 81 shs. 03/31/06 73,125 -- ------------- ------------- 1,465,022 1,341,046 ------------- ------------- MORTON INDUSTRIAL GROUP, INC. A manufacturer of highly engineered metal fabricated components. 12% Senior Subordinated Note due 2014 (D) $ 1,292,246 08/25/06 1,187,021 1,163,021 30% Convertible Preferred Stock (B) 41,289 shs. 07/28/08 19,708 37,160 ------------- ------------- 1,206,729 1,200,181 ------------- ------------- NABCO, INC. A producer of explosive containment vessels in the United States. 14% Senior Subordinated Note due 2014 $ 431,692 02/24/06 368,348 215,846 Limited Liability Company Unit (B) 437 uts. * 436,984 -- Warrant, exercisable until 2016, to purchase common stock at $.01 per share (B) 68 shs. 02/24/06 19,687 -- ------------- ------------- * 02/24/06 and 06/22/07. 825,019 215,846 ------------- ------------- NAVIS GLOBAL A designer, manufacturer, seller and servicer of finishing machinery for the knit and woven segments of the global textile industry. 12% Senior Secured Term Note Series A due 2009 $ 144,462 11/14/08 144,462 143,651 14% Senior Subordinated Note due 2014 (D) $ 764,921 05/28/04 630,722 -- 10.75% Senior Secured Note due 2011 (D) $ 348,150 05/28/04 327,479 87,037 Warrant, exercisable until 2012, to purchase common stock at $.01 per share (B) 116,521 shs. 05/28/04 74,736 -- ------------- ------------- 1,177,399 230,688 ------------- ------------- MassMutual Participation Investors 21 CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Principal Amount Shares, Units or Ownership Acquisition CORPORATE RESTRICTED SECURITIES: (A) CONTINUED Percentage Date Cost Fair Value --------------------------------------------------------------------------------------------------------------------------------- NESCO HOLDINGS CORPORATION A sales and leasing company that provides equipment to the electric utility, telecommunications, and various other industries. 12% Senior Secured Subordinated Note due 2015 $ 1,125,000 08/02/07 $ 999,658 $ 1,095,863 Common Stock (B) 225,000 shs. 08/02/07 225,000 286,345 Warrant, exercisable until 2015, to purchase common stock at $.01 per share (B) 63,191 shs. 08/02/07 102,842 80,419 ------------- ------------- 1,327,500 1,462,627 ------------- ------------- NETSHAPE TECHNOLOGIES, INC. A manufacturer of powder metal and metal injection molded precision components used in industrial, consumer, and other applications. 12% Senior Subordinated Note due 2014 $ 810,000 02/02/07 745,713 709,077 Limited Partnership Interest of Saw Mill PCG Partners LLC (B) 1.38% int. 02/01/07 539,978 113,415 Limited Liability Company Unit Class D of Saw Mill PCG Partners LLC (B) 8 uts. 12/18/08 8,147 8,150 Preferred Stock Class A (B) 1 sh. 12/18/08 726 721 Warrant, exercisable until 2014, to purchase common stock at $.01 per share (B) 48 shs. 02/02/07 48,087 10,100 ------------- ------------- 1,342,651 841,463 ------------- ------------- NYLONCRAFT, INC. A supplier of engineered plastic components for the automotive industry. 9% Senior Secured Note due 2009 $ 464,286 01/28/02 464,286 348,215 11.5% Senior Subordinated Note due 2012 $ 857,143 01/28/02 820,159 428,572 Common Stock (B) 178,571 shs. 01/28/02 178,571 -- Warrant, exercisable until 2012, to purchase common stock at $.01 per share (B) 138,928 shs. 01/28/02 92,597 -- ------------- ------------- 1,555,613 776,787 ------------- ------------- OAKRIVER TECHNOLOGY, INC. Designs, engineers and assembles high precision automated process equipment for the medical device industry, with a focus on defibrillators and stents. 10% Senior Secured Note due 2012 $ 273,405 01/03/06 269,304 257,730 13% Senior Subordinated Note due 2013 $ 392,709 01/03/06 358,563 359,150 Common Stock (B) 184,176 shs. 01/03/06 184,176 -- Warrant, exercisable until 2013, to purchase common stock at $.01 per share (B) 43,073 shs. 01/03/06 35,900 -- ------------- ------------- 847,943 616,880 ------------- ------------- OLYMPIC SALES, INC. A boat retailer in Washington state, Oregon, California and British Columbia. 12% Senior Subordinated Note due 2009 (D) $ 511,000 08/07/98 511,000 102,200 12% Senior Subordinated Note due 2009 (D) $ 244,154 02/09/00 213,313 48,831 Warrants, exercisable until 2009, to purchase common stock at $.01 per share (B) 2,270 shs. * 30,841 -- ------------- ------------- *08/07/98 and 02/29/00. 755,154 151,031 ------------- ------------- ONTARIO DRIVE & GEAR LTD. A manufacturer of all-wheel drive, off-road amphibious vehicles and related accessories. Limited Liability Company Unit (B) 1,942 uts. 01/17/06 302,885 595,934 Warrant, exercisable until 2013, to purchase common stock at $.01 per share (B) 328 shs. 01/17/06 90,424 100,616 ------------- ------------- 393,309 696,550 ------------- ------------- 22 MassMutual Participation Investors CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Principal Amount Shares, Units or Ownership Acquisition CORPORATE RESTRICTED SECURITIES: (A) CONTINUED Percentage Date Cost Fair Value --------------------------------------------------------------------------------------------------------------------------------- P A S HOLDCO LLC An independent provider of maintenance, repair and overhaul services to the aerospace gas turbine engine and airframe markets. 14% Senior Subordinated Note due 2014 $ 1,206,177 07/03/06 $ 1,153,202 $ 1,156,054 Preferred Unit (B) 202 uts. 07/03/06 202,320 257,722 Preferred Unit (B) 36 uts. 07/03/06 36,420 46,393 Common Unit Class I (B) 78 uts. 07/03/06 -- 4,041 Common Unit Class L (B) 17 uts. 07/03/06 -- 854 ------------- ------------- 1,391,942 1,465,064 ------------- ------------- P I I HOLDING CORPORATION A manufacturer of plastic film and bags for the general industrial, medical, and food industries. 12% Senior Subordinated Note due 2013 $ 1,215,000 03/31/06 1,149,505 1,193,497 Preferred Stock (B) 19 shs. 03/31/06 174,492 210,497 Common Stock (B) 12 shs. 03/31/06 13,500 37,937 Warrant, exercisable until 2013, to purchase common stock at $.01 per share (B) 7 shs. 03/31/06 5,888 22,075 ------------- ------------- 1,343,385 1,464,006 ------------- ------------- PACIFIC CONSOLIDATED HOLDINGS LLC A manufacturer of rugged, mobile liquid and gaseous oxygen and nitrogen generating systems used in the global defense, oil & gas and medical sectors. 14% Senior Subordinated Note due 2012 $ 701,250 04/27/07 650,554 647,704 Limited Liability Company Unit (B) 928,962 uts. 04/27/07 33,477 -- ------------- ------------- 684,031 647,704 ------------- ------------- PARADIGM PACKAGING, INC. A manufacturer of plastic bottles and closures for the nutritional, pharmaceutical, personal care and food packaging markets. 12% Senior Subordinated Note due 2011 $ 1,125,000 12/19/00 1,068,043 1,067,049 Membership Interests of MM/Lincap PPI Investments, Inc., LLC (B) 1.28% int. 12/21/00 140,625 -- ------------- ------------- 1,208,668 1,067,049 ------------- ------------- POSTLE ALUMINUM COMPANY LLC A manufacturer and distributor of aluminum extruded products. 12% Senior Subordinated Note due 2014 $ 1,080,000 10/02/06 1,009,845 540,000 Limited Liability Company Unit 733 uts. 10/02/06 270,000 -- Warrant, exercisable until 2016, to purchase common stock at $.01 per share (B) 182 shs. 10/02/06 65,988 -- ------------- ------------- 1,345,833 540,000 ------------- ------------- POWER SERVICES HOLDING COMPANY A provider of industrial motor repair services, predictive and preventative maintenance, and performance improvement consulting, serving the petrochemical, mining, power generation, metals, and paper industries. 12% Senior Subordinated Note due 2016 $ 1,255,814 02/11/08 1,147,640 1,207,555 Limited Partnership Interest (B) 12.55% int. 02/11/08 94,092 89,387 Warrant, exercisable until 2016, to purchase common stock at $.01 per share (B) 700 shs. 02/11/08 88,723 7 ------------- ------------- 1,330,455 1,296,949 ------------- ------------- MassMutual Participation Investors 23 CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Principal Amount Shares, Units or Ownership Acquisition CORPORATE RESTRICTED SECURITIES: (A) CONTINUED Percentage Date Cost Fair Value --------------------------------------------------------------------------------------------------------------------------------- PROTEIN GENETICS, INC. A producer of bovine artificial insemination products, related breeding and healthcare products and specialty genetics sold to the dairy and beef industries. 9.8% Redeemable Exchangeable Preferred Stock (B) 332 shs. 08/12/94 $ 33,217 $ -- Common Stock (B) 867 shs. * 42,365 -- ------------- ------------- *08/12/94 and 11/14/01. 75,582 -- ------------- ------------- QUALIS AUTOMOTIVE LLC A distributor of aftermarket automotive brake and chassis products. 12% Senior Subordinated Note due 2012 $ 937,500 05/28/04 838,923 902,812 Common Stock 187,500 shs. 05/28/04 187,500 -- Warrant, exercisable until 2012, to purchase common stock at $.01 per share 199,969 shs. 05/28/04 199,969 -- ------------- ------------- 1,226,392 902,812 ------------- ------------- R A J MANUFACTURING HOLDINGS LLC A designer and manufacturer of women's swimwear sold under a variety of licensed brand names. 12.5% Senior Subordinated Note due 2014 $ 1,200,277 12/15/06 1,106,663 1,138,718 Limited Liability Company Unit (B) 1,497 uts. 12/15/06 149,723 106,457 Warrant, exercisable until 2014, to purchase common stock at $.01 per share (B) 2 shs. 12/15/06 69,609 50,237 ------------- ------------- 1,325,995 1,295,412 ------------- ------------- R E I DELAWARE HOLDING, INC. An engineer and manufacturer of highly complex, close tolerance components, assemblies, tooling and custom automation equipment primarily for aerospace, medical and defense/radar markets. 12% Senior Subordinated Note due 2016 $ 1,350,000 01/18/08 1,306,541 1,258,307 Warrant, exercisable until 2018, to purchase common stock at $.01 per share (B) 3 shs. 01/18/08 16,459 -- ------------- ------------- 1,323,000 1,258,307 ------------- ------------- RADIAC ABRASIVES, INC. A manufacturer of bonded abrasive and super abrasive grinding wheels in the United States. 12% Senior Subordinated Note due 2014 $ 1,196,809 02/10/06 1,124,954 1,197,705 Common Stock (B) 153,191 shs. 02/10/06 153,191 242,217 Warrant, exercisable until 2016, to purchase common stock at $.01 per share (B) 69,647 shs. 02/10/06 63,421 110,122 ------------- ------------- 1,341,566 1,550,044 ------------- ------------- ROYAL BATHS MANUFACTURING COMPANY A manufacturer and distributor of acrylic and cultured marble bathroom products. 12.5% Senior Subordinated Note due 2011 $ 562,500 11/14/03 530,988 524,441 Warrant, exercisable until 2011, to purchase common stock at $.01 per share (B) 74 shs. 11/14/03 65,089 13,326 ------------- ------------- 596,077 537,767 ------------- ------------- SAFETY SPEED CUT MANUFACTURING COMPANY, INC. A manufacturer of vertical panel saws and routers for the wood working industry. Class B Common Stock (B) 846 shs. 06/02/99 146,456 583,470 ------------- ------------- 24 MassMutual Participation Investors CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Principal Amount Shares, Units or Ownership Acquisition CORPORATE RESTRICTED SECURITIES: (A) CONTINUED Percentage Date Cost Fair Value --------------------------------------------------------------------------------------------------------------------------------- SAVAGE SPORTS HOLDING, INC. A manufacturer of sporting firearms. 12% Senior Subordinated Note due 2012 $ 814,655 09/10/04 $ 777,710 $ 759,675 Common Stock (B) 324 shs. * 340,378 335,982 Warrant, exercisable until 2012, to purchase common stock at $.01 per share (B) 71 shs. 09/10/04 60,129 73,356 ------------- ------------- *09/10/04 and 10/05/07. 1,178,217 1,169,013 ------------- ------------- SMART SOURCE HOLDINGS LLC A short-term computer rental company. 12% Senior Subordinated Note due 2015 $ 1,176,924 * 1,074,470 1,136,038 Limited Liability Company Unit (B) 328 uts. * 337,762 402,957 Warrant, exercisable until 2015, to purchase common stock at $.01 per share (B) 83 shs. * 87,231 102,069 ------------- ------------- *08/31/07 and 03/06/08. 1,499,463 1,641,064 ------------- ------------- SPECIALTY COMMODITIES, INC. A distributor of specialty food ingredients. 13.25% Senior Subordinated Note due 2016 $ 1,191,176 10/23/08 1,114,290 1,226,911 Common Stock (B) 15,882 shs. 10/23/08 158,824 150,879 Warrant, exercisable until 2018, to purchase common stock at $.01 per share (B) 5,852 shs. 10/23/08 53,285 59 ------------- ------------- 1,326,399 1,377,849 ------------- ------------- STANTON CARPET HOLDING CO. A designer and marketer of high and mid-priced decorative carpets and rugs. 12.13% Senior Subordinated Note due 2014 $ 1,185,366 08/01/06 1,121,923 1,094,863 Common Stock (B) 165 shs. 08/01/06 164,634 173,540 Warrant, exercisable until 2014, to purchase common stock at $.02 per share (B) 55 shs. 08/01/06 49,390 57,797 ------------- ------------- 1,335,947 1,326,200 ------------- ------------- SYNTERACT HOLDINGS CORPORATION A provider of outsourced clinical trial management services to pharmaceutical and biotechnology companies. 14% Senior Subordinated Note due 2016 $ 1,354,503 09/02/08 1,262,344 1,296,906 Redeemable Preferred Stock Series A (B) 678 shs. 09/02/08 6,629 7 Warrant, exercisable until 2018, to purchase common stock at $.01 per share (B) 6,778 shs. 09/02/08 59,661 68 ------------- ------------- 1,328,634 1,296,981 ------------- ------------- T H I ACQUISITION, INC. A machine servicing company providing value-added steel services to long steel products. 12% Senior Subordinated Note due 2016 $ 1,350,000 01/14/08 1,276,383 1,257,512 Warrant, exercisable until 2016, to purchase common stock at $.01 per share (B) 5 shs. 01/14/08 46,617 -- ------------- ------------- 1,323,000 1,257,512 ------------- ------------- MassMutual Participation Investors 25 CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Principal Amount Shares, Units or Ownership Acquisition CORPORATE RESTRICTED SECURITIES: (A) CONTINUED Percentage Date Cost Fair Value --------------------------------------------------------------------------------------------------------------------------------- TANGENT RAIL CORPORATION A manufacturer of rail ties and provider of specialty services to the North American railroad industry. 13% Senior Subordinated Note due 2015 $ 1,173,909 10/14/05 $ 1,033,473 $ 1,141,551 Common Stock 1,167 shs. 10/14/05 1,167 335,416 Warrant, exercisable until 2015, to purchase common stock at $.01 per share 631 shs. 09/30/08 300,683 181,361 ------------- ------------- 1,335,323 1,658,328 ------------- ------------- TERRA RENEWAL LLC A provider of wastewater residual management and required environmental reporting, permitting, nutrient management planning and record keeping to companies involved in poultry and food processing. 6.46% Senior Secured Tranche B Note due 2012 (C) $ 865,566 * 862,359 842,888 6.50% Senior Secured Tranche B Note due 2012 (C) $ 824 09/30/08 824 820 12% Senior Subordinated Note due 2014 $ 664,062 ** 635,829 638,665 Limited Partnership Interest of Saw Mill Capital Fund V, LLC (B) 2.27% int. *** 85,292 310,224 Warrant, exercisable until 2016, to purchase common stock at $.01 per share (B) 41 shs. 04/28/06 33,738 50,121 ------------- ------------- * 04/28/06 and 12/21/06. ** 04/28/06 and 09/13/06. *** 03/01/05 and 10/10/08. 1,618,042 1,842,718 ------------- ------------- TORRENT GROUP HOLDINGS, INC. A contractor specializing in the sales and installation of engineered drywells for the retention and filtration of stormwater and nuisance water flow. 12.5% Senior Subordinated Note due 2013 $ 1,185,366 10/26/07 1,113,016 1,118,635 Series A Preferred Stock (B) 219 shs. 10/26/07 219,203 100,880 ------------- ------------- 1,332,219 1,219,515 ------------- ------------- TOTAL E & S, INC. A manufacturer of a wide variety of equipment used in the oil and gas industry. 10.5% Senior Secured Term Note due 2013 $ 486,487 03/02/07 479,190 472,771 13% Senior Subordinated Note due 2014 $ 341,971 03/02/07 280,347 327,520 Common Stock (B) 71,542 shs. 03/02/07 71,542 65,965 Warrant, exercisable until 2014 to purchase common stock at $.01 per share (B) 19,733 shs. 03/02/07 54,784 18,195 ------------- ------------- 885,863 884,451 ------------- ------------- TRANSPAC HOLDING COMPANY A designer, importer, and wholesaler of home decor and seasonal gift products. 12% Senior Subordinated Note due 2015 $ 938,651 10/31/07 877,460 821,541 Common Stock (B) 110 shs. 10/31/07 110,430 99,387 Warrant, exercisable until 2015, to purchase common stock at $.01 per share (B) 50 shs. 10/31/07 46,380 1 ------------- ------------- 1,034,270 920,929 ------------- ------------- TRANSTAR HOLDING COMPANY A distributor of aftermarket automotive transmission parts. 12% Senior Subordinated Note due 2014 $ 918,000 08/31/05 886,735 868,024 Common Stock (B) 571 shs. * 570,944 524,929 Warrant, exercisable until 2013, to purchase common stock at $.02 per share (B) 46 shs. 08/31/05 41,021 41,833 ------------- ------------- *08/31/05 and 04/30/07. 1,498,700 1,434,786 ------------- ------------- 26 MassMutual Participation Investors CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Principal Amount Shares, Units or Ownership Acquisition CORPORATE RESTRICTED SECURITIES: (A) CONTINUED Percentage Date Cost Fair Value --------------------------------------------------------------------------------------------------------------------------------- TRANZONIC COMPANIES (THE) A producer of commercial and industrial supplies, such as safety products, janitorial supplies, work apparel, washroom and restroom supplies and sanitary care products. 13% Senior Subordinated Note due 2010 $ 1,356,000 02/05/98 $ 1,307,549 $ 1,354,970 Common Stock (B) 315 shs. 02/04/98 315,000 353,505 Warrant, exercisable until 2009, to purchase common stock at $.01 per share (B) 222 shs. 02/05/98 184,416 249,137 ------------- ------------- 1,806,965 1,957,612 ------------- ------------- TRUCK BODIES & EQUIPMENT INTERNATIONAL A designer and manufacturer of accessories for heavy and medium duty trucks, primarily dump bodies, hoists, various forms of flat-bed bodies, landscape bodies and other accessories. 16% Senior Subordinated Note due 2010 (D) $ 1,222,698 * 1,133,973 305,675 16% PIK Note due 2010 $ 113,939 12/30/08 -- 28,485 Preferred Stock Series B (B) 128 shs. 10/20/08 127,677 -- Common Stock (B) 393 shs. * 423,985 -- Warrant, exercisable until 2013, to purchase common stock at $.02 per share (B) 81 shs. * 84,650 -- Warrant, exercisable until 2018, to purchase common stock at $.01 per share (B) 558 shs. 10/20/08 -- -- ------------- ------------- * 07/19/05 and 12/22/05. 1,770,285 334,160 ------------- ------------- TRUSTILE DOORS, INC. A manufacturer and distributor of interior doors. Warrant, exercisable until 2010, to purchase common stock at $.01 per share (B) 3,060 shs. 04/11/03 37,821 133,837 ------------- ------------- U M A ENTERPRISES, INC. An importer and wholesaler of home decor products. 15% Senior Subordinated Note due 2015 $ 904,370 02/08/08 885,550 823,081 Convertible Preferred Stock (B) 470 shs. 02/08/08 469,565 422,604 ------------- ------------- 1,355,115 1,245,685 ------------- ------------- U-LINE CORPORATION A manufacturer of high-end, built-in, undercounter ice making, wine storage and refrigeration appliances. 12.5% Senior Subordinated Note due 2012 $ 996,500 04/30/04 932,300 948,044 Common Stock (B) 96 shs. 04/30/04 96,400 66,685 Warrant, exercisable until 2012, to purchase common stock at $.01 per share (B) 122 shs. 04/30/04 112,106 84,393 ------------- ------------- 1,140,806 1,099,122 ------------- ------------- VISIONEERING, INC. A designer and manufacturer of tooling and fixtures for the aerospace industry. 10.5% Senior Secured Term Loan due 2013 $ 458,824 05/17/07 451,941 449,255 13% Senior Subordinated Note due 2014 $ 370,588 05/17/07 336,180 358,316 Common Stock (B) 70,588 shs. 05/17/07 70,588 89,994 Warrant, exercisable until 2014, to purchase common stock at $.01 per share (B) 20,003 shs. 05/17/07 31,460 25,502 ------------- ------------- 890,169 923,067 ------------- ------------- MassMutual Participation Investors 27 CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Principal Amount Shares, Units or Ownership Acquisition CORPORATE RESTRICTED SECURITIES: (A) CONTINUED Percentage Date Cost Fair Value --------------------------------------------------------------------------------------------------------------------------------- VITALITY FOODSERVICE, INC. A non-carbonated beverage dispensing company focused on the foodservice industry. 13% Senior Subordinated Note due 2011 $ 999,153 09/24/04 $ 947,805 $ 928,541 Common Stock (B) 14,006 shs. * 140,064 146,284 Warrant, exercisable until 2011, to purchase common stock at $.01 per share (B) 12,593 shs. 09/24/04 98,938 131,526 ------------- ------------- * 09/24/04 and 12/22/06. 1,186,807 1,206,351 ------------- ------------- VITEX PACKAGING GROUP, INC. A manufacturer of specialty packaging, primarily envelopes and tags used on tea bags. 12.5% Senior Subordinated Note due 2012 $ 900,000 07/19/04 785,152 -- 14.5% PIK Note due 2010 $ 215,976 06/30/07 180,500 -- Limited Liability Company Unit Class A (B) 219,375 uts. 07/19/04 219,375 -- Limited Liability Company Unit Class B (B) 96,848 uts. 07/19/04 96,848 -- ------------- ------------- 1,281,875 -- ------------- ------------- WAGGIN' TRAIN HOLDINGS LLC A producer of premium quality meat dog treats. 14% Senior Subordinated Note due 2014 $ 1,151,874 11/15/07 1,128,036 1,051,273 Limited Liability Company Unit Class B (B) 224 uts. 11/15/07 223,757 96,857 Limited Liability Company Unit Class C (B) 224 uts. 11/15/07 -- 96,857 ------------- ------------- 1,351,793 1,244,987 ------------- ------------- WALLS INDUSTRIES, INC. A provider of branded workwear and sporting goods apparel. Limited Partnership Interest (B) 0.20% int. 07/12/04 1,974 -- Common Stock (B) 2,133 shs. 12/21/07 -- -- ------------- ------------- 1,974 -- ------------- ------------- WELLBORN FOREST HOLDING CO. A manufacturer of semi-custom kitchen and bath cabinetry. 12.13% Senior Subordinated Note due 2014 $ 911,250 11/30/06 854,909 804,985 Common Stock (B) 101 shs. 11/30/06 101,250 43,838 Warrant, exercisable until 2014, to purchase common stock at $.01 per share (B) 51 shs. 11/30/06 45,790 21,887 ------------- ------------- 1,001,949 870,710 ------------- ------------- WORKPLACE MEDIA HOLDING CO. A direct marketer specializing in providing advertisers with access to consumers in the workplace. 13% Senior Subordinated Note due 2015 $ 613,692 05/14/07 562,443 545,329 Limited Partnership Interest (B) 12.26% int. 05/14/07 61,308 -- Warrant, exercisable until 2015, to purchase common stock at $.02 per share (B) 47 shs. 05/14/07 44,187 -- ------------- ------------- 667,938 545,329 ------------- ------------- XALOY SUPERIOR HOLDINGS, INC. A provider of melt processing components and ancillary equipment for both plastic injection molding and extrusion applications. 15% Senior Subordinated Note due 2015 $ 1,200,000 09/08/08 1,176,000 1,121,429 Common Stock (B) 150 shs. 09/08/08 150,000 135,000 1,326,000 1,256,429 ------------- ------------- TOTAL PRIVATE PLACEMENT INVESTMENTS (E) 107,773,300 97,424,749 ------------- ------------- 28 MassMutual Participation Investors CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 INTEREST DUE PRINCIPAL CORPORATE RESTRICTED SECURITIES:(A) CONTINUED RATE DATE AMOUNT COST FAIR VALUE --------------------------------------------------------------------------------------------------------------------------------- RULE 144A SECURITIES - 2.41%:(A) BONDS - 2.41% Cenveo Corporation 10.500% 08/15/16 $ 45,000 $ 45,000 $ 26,100 Charter Communications Op LLC 8.000 04/30/12 750,000 736,875 615,000 Compucom Systems, Inc. 12.500 10/01/15 670,000 649,332 455,600 Douglas Dynamics LLC 7.750 01/15/12 485,000 462,040 252,200 G F S I, Inc. (C) 10.500 06/01/11 358,000 343,948 298,930 Packaging Dynamics Corporation of America 10.000 05/01/16 975,000 969,781 443,625 Ticketmaster Entertainment, Inc. 10.750 08/01/16 250,000 250,000 135,000 Tunica-Biloxi Gaming Authority 9.000 11/15/15 540,000 556,293 426,600 ------------ ------------ TOTAL BONDS 4,013,269 2,653,055 ------------ ------------ CONVERTIBLE PREFERRED STOCK - 0.00% ETEX Corporation (B) 194 179 -- ------------ ------------ TOTAL CONVERTIBLE PREFERRED STOCK 179 -- ------------ ------------ PREFERRED STOCK - 0.00% TherOX, Inc. (B) 26 1,032 -- ------------ ------------ TOTAL PREFERRED STOCK 1,032 -- ------------ ------------ COMMON STOCK - 0.00% Touchstone Health Partnership (B) 292 1,062 -- ------------ ------------ TOTAL COMMON STOCK 1,062 -- ------------ ------------ TOTAL RULE 144A SECURITIES 4,015,542 2,653,055 ------------ ------------ TOTAL CORPORATE RESTRICTED SECURITIES $111,788,842 $100,077,804 ------------ ------------ MassMutual Participation Investors 29 CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 INTEREST DUE PRINCIPAL CORPORATE PUBLIC SECURITIES - 14.15%:(A) RATE DATE AMOUNT COST MARKET VALUE --------------------------------------------------------------------------------------------------------------------------------- BONDS - 12.79% Appleton Papers, Inc. 8.125% 06/15/11 $ 250,000 $ 250,000 $ 172,500 Aramark Corporation (C) 6.693 02/01/15 100,000 100,000 75,500 C R H America, Inc. 5.300 10/15/13 500,000 418,430 351,872 C V S Caremark Corporation 5.750 06/01/17 500,000 407,380 470,735 Cincinnati Bell, Inc. 7.000 02/15/15 550,000 394,625 420,750 Citigroup, Inc. 5.500 04/11/13 500,000 437,890 486,842 Comcast Corporation 6.500 01/15/15 500,000 443,545 491,466 El Paso Corporation 12.000 12/12/13 25,000 22,249 24,813 Electronic Data Systems Corporation 7.125 10/15/09 500,000 501,171 508,313 Enterprise Products Operating Co. 9.750 01/31/14 375,000 375,000 381,858 Ford Motor Credit Co. 7.375 10/28/09 250,000 249,375 219,555 General Motors Acceptance Corporation 5.850 01/14/09 750,000 740,349 745,112 Gencorp, Inc. 9.500 08/15/13 130,000 130,000 104,000 Goldman Sachs Group, Inc. 4.750 07/15/13 500,000 418,645 449,326 Goodyear Tire & Rubber Co. 9.000 07/01/15 64,000 65,182 51,520 Inergy LP 8.250 03/01/16 75,000 75,000 58,500 Intelsat Bermuda Ltd. 9.250 06/15/16 690,000 715,620 538,200 Interline Brands, Inc. 8.125 06/15/14 830,000 824,237 655,700 Iron Mountain, Inc. 8.750 07/15/18 500,000 513,882 431,250 Johnson Controls, Inc. 5.500 01/15/16 500,000 398,125 387,469 Manitowoc Company, Inc. 7.125 11/01/13 100,000 100,000 76,000 Mediacom Broadband LLC 9.500 01/15/13 750,000 585,000 566,250 Nortek, Inc. 10.000 12/01/13 100,000 98,957 68,000 O E D Corp/Diamond Jo Company Guarantee 8.750 04/15/12 500,000 492,980 342,500 Pepsico, Inc. 7.900 11/01/18 500,000 517,909 612,824 Pliant Corporation (C) 11.850 06/15/09 857,441 838,594 458,732 Quicksilver Resources, Inc. 7.125 04/01/16 350,000 334,250 187,250 Rental Service Corporation 9.500 12/01/14 175,000 175,815 96,250 Rogers Wireless, Inc. 7.500 03/15/15 560,000 590,854 554,472 Sheridan Acquisition Corporation 10.250 08/15/11 225,000 222,001 157,781 Stewart & Stevenson LLC 10.000 07/15/14 735,000 755,246 455,700 Tenneco, Inc. 8.125 11/15/15 550,000 270,000 253,000 Texas Industries, Inc. 7.250 07/15/13 35,000 35,000 27,038 Titan International, Inc. 8.000 01/15/12 70,000 70,000 51,800 Transdigm, Inc. 7.750 07/15/14 150,000 151,216 123,000 Tube City IMS Corporation 9.750 02/01/15 1,000,000 990,963 350,000 Tyco International Group SA 6.000 11/15/13 625,000 545,313 586,447 United Components, Inc. 9.375 06/15/13 535,000 535,687 224,700 United Rentals, Inc. 6.500 02/15/12 325,000 235,621 256,747 Verizon Communications 8.750 11/01/18 500,000 497,190 586,611 Virgin Media Finance PLC 8.750 04/15/14 790,000 592,500 592,500 Vought Aircraft Industries 8.000 07/15/11 650,000 647,882 438,750 ------------ ------------ TOTAL BONDS 16,763,683 14,091,633 ------------ ------------ 30 MassMutual Participation Investors CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 INTEREST DUE PRINCIPAL CORPORATE PUBLIC SECURITIES:(A) CONTINUED RATE DATE AMOUNT COST MARKET VALUE --------------------------------------------------------------------------------------------------------------------------------- COMMON STOCK - 0.29% CKX, Inc. (B) 52,500 $ 422,625 $ 192,675 Directed Electronics, Inc. (B) 195,118 982,868 78,047 ITC^DeltaCom, Inc. (B) 94,588 827,645 47,294 Intrepid Potash, Inc. (B) 185 5,920 3,842 ------------ ------------ TOTAL COMMON STOCK 2,239,058 321,858 ------------ ------------ CONVERTIBLE BONDS - 1.07% Citadel Broadcasting Corporation 4.000% 02/15/11 $ 250,000 194,063 176,875 Nabors Industries LTD 0.940 05/15/11 750,000 660,625 617,813 Transocean, Inc. 1.500 12/15/37 500,000 411,093 385,000 ------------ ------------ TOTAL CONVERTIBLE BONDS 1,265,781 1,179,688 ------------ ------------ TOTAL CORPORATE PUBLIC SECURITIES $ 20,268,522 $ 15,593,179 ------------ ------------ INTEREST DUE PRINCIPAL SHORT TERM SECURITIES RATE/YIELD* DATE AMOUNT COST MARKET VALUE --------------------------------------------------------------------------------------------------------------------------------- COMMERCIAL PAPER - 5.18% Devon Energy Corporation 1.250% 01/02/09 $ 1,290,000 $ 1,289,955 $ 1,289,955 R R Donnelley & Sons Company 5.059 01/05/09 1,700,000 1,699,046 1,699,046 Textron, Inc. 6.259 01/06/09 2,000,000 1,998,264 1,998,264 Volkswagen of America 6.113 01/06/09 724,000 723,387 723,387 ------------ ------------ Total Short-Term Securities $ 5,710,652 $ 5,710,652 ------------ ------------ Total Investments 110.17% $137,768,016 $121,381,635 ------ ------------ ------------ Other Assets 3.85 4,243,262 Liabilities (14.02) (15,448,967) ------ ------------ Total Net Assets 100.00% $110,175,930 ====== ============ (A) In each of the convertible note, warrant, convertible preferred and common stock investments, the issuer has agreed to provide certain registration rights. (B) Non-income producing security. (C) Variable rate security; rate indicated is as of 12/31/08. (D) Defaulted security; interest not accrued. (E) Illiquid securities. At December 31, 2008, the value of these securities amounted to $97,424,749 or 88.43% of net assets. ^ Effective yield at purchase PIK - Payment-in-kind MassMutual Participation Investors 31 CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Fair Value/ Fair Value/ Industry Classification Market Value Industry Classification Market Value ------------------------------------------------------------ ------------------------------------------------------------ AEROSPACE - 2.77% CHEMICAL, PLASTICS & RUBBER - 0.13% Gencorp, Inc. $ 104,000 Capital Specialty Plastics, Inc. $ 139,733 P A S Holdco LLC 1,465,064 ------------ Transdigm, Inc. 123,000 139,733 Visioneering, Inc. 923,067 ------------ Vought Aircraft Industries 438,750 CONSUMER PRODUCTS - 8.05% ------------ Aero Holdings, Inc. 1,916,812 3,053,881 Bravo Sports Holding Corporation 1,221,698 ------------ G F S I, Inc. 298,930 AUTOMOBILE - 5.12% K N B Holdings Corporation 1,366,347 Fuel Systems Holding Corporation 309,375 Momentum Holding Co. 273,355 Goodyear Tire & Rubber Co. 51,520 R A J Manufacturing Holdings LLC 1,295,412 Jason, Inc. 552,773 Royal Baths Manufacturing Company 537,767 Johnson Controls, Inc. 387,469 The Tranzonic Companies 1,957,612 Nyloncraft, Inc. 776,787 Walls Industries, Inc. -- Ontario Drive & Gear Ltd. 696,550 ------------ Qualis Automotive LLC 902,812 8,867,933 Tenneco, Inc. 253,000 ------------ Titan International, Inc. 51,800 CONTAINERS, PACKAGING & GLASS - 4.14% Transtar Holding Company 1,434,786 Flutes, Inc. 741,091 United Components, Inc. 224,700 Maverick Acquisition Company 389,917 ------------ P I I Holding Corporation 1,464,006 5,641,572 Packaging Dynamics Corporation of America 443,625 ------------ Paradigm Packaging, Inc. 1,067,049 BEVERAGE, DRUG & FOOD - 4.87% Pliant Corporation 458,732 Aramark Corporation 75,500 Vitex Packaging Group, Inc. -- Golden County Foods Holding, Inc. 810,000 ------------ Hospitality Mints Holding Company 1,281,191 4,564,420 Pepsico, Inc. 612,824 ------------ Specialty Commodities, Inc. 1,377,849 DISTRIBUTION - 1.92% Vitality Foodservice, Inc. 1,206,351 Duncan Systems, Inc. 834,997 ------------ F C X Holdings Corporation 1,281,842 5,363,715 ------------ ------------ 2,116,839 BROADCASTING & ENTERTAINMENT - 2.89% ------------ Charter Communications Op LLC 615,000 DIVERSIFIED/CONGLOMERATE, MANUFACTURING -10.67% Citadel Broadcasting Corporation 176,875 A H C Holdings Company, Inc. 1,319,122 CKX, Inc. 192,675 Arrow Tru-Line Holdings, Inc. 817,996 Comcast Corporation 491,466 C D N T, Inc. 864,664 Mediacom Broadband LLC 566,250 Douglas Dynamics LLC 252,200 Virgin Media Finance PLC 592,500 Evans Consoles, Inc. 842,151 Workplace Media Holding Co. 545,329 K P I Holdings, Inc. 1,284,125 ------------ MEGTEC Holdings, Inc. 1,279,120 3,180,095 Milwaukee Gear Company 1,344,196 ------------ Nortek, Inc. 68,000 BUILDINGS & REAL ESTATE - 1.18% Postle Aluminum Company LLC 540,000 K W P I Holdings Corporation 1,136,685 Radiac Abrasives, Inc. 1,550,044 Texas Industries, Inc. 27,038 Truck Bodies & Equipment International 334,160 TruStile Doors, Inc. 133,837 Xaloy Superior Holdings, Inc. 1,256,429 ------------ ------------ 1,297,560 11,752,207 ------------ ------------ 32 MassMutual Participation Investors CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Fair Value/ Fair Value/ Industry Classification Market Value Industry Classification Market Value ------------------------------------------------------------ ------------------------------------------------------------ DIVERSIFIED/CONGLOMERATE, SERVICE - 10.79% HOME & OFFICE FURNISHINGS, HOUSEWARES, AND A W X Holdings Corporation $ 858,887 DURABLE CONSUMER PRODUCTS - 10.51% Advanced Technologies Holdings 1,361,158 Connor Sport Court International, Inc. $ 1,336,213 C R H America, Inc. 351,872 H M Holding Company -- CapeSuccess LLC -- Home Decor Holding Company 1,142,108 Clough, Harbour and Associates 1,410,431 Justrite Manufacturing Acquisition Co. 964,134 Crane Rental Corporation 1,293,082 K H O F Holdings, Inc. 1,331,144 Diversco, Inc./DHI Holdings, Inc. 659,713 Monessen Holding Corporation 1,341,046 Dwyer Group, Inc. 789,620 Stanton Carpet Holding Co. 1,326,200 Fowler Holding, Inc. -- Transpac Holdings Company 920,929 GQ Holdings LLC 1,211,003 U M A Enterprises, Inc. 1,245,685 Insurance Claims Management, Inc. 69,178 U-Line Corporation 1,099,122 Interline Brands, Inc. 655,700 Wellborn Forest Holding Co. 870,710 Iron Mountain, Inc. 431,250 ------------ Mail Communications Group, Inc. 749,093 11,577,291 Nesco Holdings Corporation 1,462,627 ------------ Tyco International Group 586,447 LEISURE, AMUSEMENT, ENTERTAINMENT - 1.99% ------------ Electra Bicycle Company LLC 114,251 11,890,061 O E D Corp/Diamond Jo Company Guarantee 342,500 ------------ Savage Sports Holding, Inc. 1,169,013 ELECTRONICS - 1.52% Ticketmaster Entertainment, Inc. 135,000 Connecticut Electric, Inc. 1,091,469 Tunica-Biloxi Gaming Authority 426,600 Directed Electronics, Inc. 78,047 ------------ Electronic Data Systems Corporation 508,313 2,187,364 ------------ ------------ 1,677,829 MACHINERY - 11.36% ------------ A S A P Industries LLC 691,814 FARMING & AGRICULTURE - 1.13% Davis-Standard LLC 1,908,396 Protein Genetics, Inc. -- E S P Holdco, Inc. 1,278,684 Waggin' Train Holdings LLC 1,244,987 Integration Technology Systems, Inc. -- ------------ K-Tek Holdings Corporation 1,409,935 1,244,987 M V I Holding, Inc. 638,356 ------------ Manitowoc Company, Inc. 76,000 FINANCIAL SERVICES - 1.73% Morton Industrial Group, Inc. 1,200,181 Citigroup, Inc. 486,842 Navis Global 230,688 Ford Motor Credit Co. 219,555 NetShape Technologies, Inc. 841,463 General Motors Acceptance Corporation 745,112 Pacific Consolidated Holdings LLC 647,704 Goldman Sachs Group, Inc. 449,326 Power Services Holding Company 1,296,949 Highgate Capital LLC -- R E I Delaware Holding, Inc. 1,258,307 ------------ Safety Speed Cut Manufacturing Company, Inc. 583,470 1,900,835 Stewart & Stevenson LLC 455,700 ------------ ------------ HEALTHCARE, EDUCATION & CHILDCARE - 5.52% 12,517,647 A T I Acquisition Company 1,683,955 ------------ American Hospice Management Holding LLC 1,917,251 F H S Holdings LLC 1,181,547 Synteract Holdings Corporation 1,296,981 Touchstone Health Partnership -- ------------ 6,079,734 ------------ MassMutual Participation Investors 33 CONSOLIDATED SCHEDULE OF INVESTMENTS December 31, 2008 Fair Value/ Fair Value/ Industry Classification Market Value Industry Classification Market Value ------------------------------------------------------------ ------------------------------------------------------------ MEDICAL DEVICES/BIOTECH - 3.62% TELECOMMUNICATIONS - 2.53% Coeur, Inc. $ 651,259 All Current Holding Company $ 642,814 E X C Acquisition Corporation 111,618 Cincinnati Bell, Inc. 420,750 ETEX Corporation -- Intelsat Bermuda Ltd. 538,200 MedSystems Holdings LLC 645,348 ITC^DeltaCom, Inc. 47,294 MicroGroup, Inc. 1,958,060 Rogers Wireless, Inc. 554,472 OakRiver Technology, Inc. 616,880 Verizon Communications 586,611 TherOX, Inc. -- ------------ ------------ 2,790,141 3,983,165 ------------ ------------ TRANSPORTATION - 1.70% MINING, STEEL, IRON & NON PRECIOUS NABCO, Inc. 215,846 METALS - 1.46% Tangent Rail Corporation 1,658,328 T H I Acquisition, Inc. 1,257,512 ------------ Tube City IMS Corporation 350,000 1,874,174 ------------ ------------ 1,607,512 UTILITIES - 0.07% ------------ El Paso Corporation 24,813 NATURAL RESOURCES - 0.18% Inergy LP 58,500 Appleton Papers, Inc. 172,500 ------------ Cenveo Corporation 26,100 83,313 Intrepid Potash, Inc. 3,842 ------------ ------------ WASTE MANAGEMENT / POLLUTION - 2.78% 202,442 Terra Renewal LLC 1,842,718 ------------ Torrent Group Holdings, Inc. 1,219,515 OIL & GAS - 2.23% ------------ Enterprise Products Operating Co. 381,858 3,062,233 Nabors Industries LTD 617,813 ------------ Quicksilver Resources, Inc. 187,250 Total Corporate Restricted and Public Transocean, Inc. 385,000 Securities - 104.99% $115,670,983 Total E & S, Inc. 884,451 ============ ------------ 2,456,372 ------------ PHARMACEUTICALS - 1.21% CorePharma LLC 1,328,720 ------------ 1,328,720 ------------ PUBLISHING/PRINTING - 0.14% Sheridan Acquisition Corporation 157,781 ------------ 157,781 ------------ RETAIL STORES - 0.88% CVS Caremark Corporation 470,735 Olympic Sales, Inc. 151,031 Rental Service Corporation 96,250 United Rentals, Inc. 256,747 ------------ 974,763 ------------ TECHNOLOGY - 1.90% Compucom Systems, Inc. 455,600 Smart Source Holdings LLC 1,641,064 ------------ 2,096,664 ------------ 34 MassMutual Participation Investors NOTES TO CONSOLIDATED FINANCIAL STATEMENTS December 31, 2008 1. HISTORY MassMutual Participation Investors (the "Trust") was organized as a Massachusetts business trust under the laws of the Commonwealth of Massachusetts pursuant to a Declaration of Trust dated April 7, 1988. The Trust is a diversified closed-end management investment company. Babson Capital Management LLC ("Babson Capital"), a wholly-owned indirect subsidiary of Massachusetts Mutual Life Insurance Company ("MassMutual"), acts as its investment adviser. The Trust's investment objective is to maximize total return by providing a high level of current income, the potential for growth of income, and capital appreciation. The Trust's principal investments are privately placed, below-investment grade, long-term debt obligations purchased directly from their issuers, which tend to be smaller companies. At least half of these investments normally include equity features such as common stock, warrants, conversion rights, or other equity features that provide the Trust with the opportunity to realize capital gains. The Trust will also invest in publicly traded debt securities (including high yield securities), again with an emphasis on those with equity features, and in convertible preferred stocks and, subject to certain limitations, readily marketable equity securities. Below-investment grade or high yield securities have predominantly speculative characteristics with respect to the capacity of the issuer to pay interest and repay capital. In addition, the Trust may temporarily invest in high quality, readily marketable securities. On January 27, 1998, the Board of Trustees authorized the formation of a wholly owned subsidiary of the Trust ("MMPI Subsidiary Trust") for the purpose of holding certain investments. The results of the MMPI Subsidiary Trust are consolidated in the accompanying financial statements. Footnote 2.D below discusses the federal tax consequences of the MMPI Subsidiary Trust. 2. SIGNIFICANT ACCOUNTING POLICIES The following is a summary of significant accounting policies followed consistently by the Trust in the preparation of its consolidated financial statements in conformity with accounting principles generally accepted in the United States of America. A. VALUATION OF INVESTMENTS: Valuation of a security in the Trust's portfolio is made on the basis of the market price whenever market quotations are readily available and all securities of the same class held by the Trust can be readily sold in such market. Nearly all securities which are acquired by the Trust directly from the issuers and shares into which such securities may be converted or which may be purchased on the exercise of warrants attached to such securities will be subject to legal or contractual delays in, or restrictions on, resale and will therefore be "restricted securities." Generally speaking, as contrasted with open-market sales of unrestricted securities, which may be effected immediately if the market is adequate, restricted securities can be sold only in a public offering for which a registration statement is in effect under the Securities Act of 1933, as amended (the "1933 Act") or pursuant to a transaction that is exempt from registration under the 1933 Act. The value of restricted securities, and of any other assets for which there are no reliable market quotations, is the fair value as determined in good faith by the Trust's Board of Trustees (the "Trustees"). Each restricted security is valued by the Trustees at the time of its acquisition and at least quarterly thereafter. The Trustees have established guidelines to aid in the valuation of each security. Generally, restricted securities are initially valued at cost or less at the time of acquisition by the Trust. Values greater or less than cost are used thereafter for restricted securities in appropriate circumstances. Among the factors ordinarily considered are the existence of restrictions upon the sale of a security held by the Trust; an estimate of the existence and the extent of a market for the security; the extent of any discount at which the security was acquired; the estimated period of time during which the security will not be freely marketable; the estimated expenses of registering or otherwise qualifying the security for public sale; estimated underwriting commissions if underwriting would be required to effect a sale; in the case of a convertible security, whether or not it would trade on the basis of its stock equivalent; in the case of a debt obligation which would trade independently of any equity equivalent, the current yields on comparable securities; the estimated amount of the floating supply of such securities available for purchase; the proportion of the issue held by the Trust; changes in the financial condition and prospects of the issuer; the -------------------------------------------------------------------------------- MassMutual Participation Investors 35 NOTES TO CONSOLIDATED FINANCIAL STATEMENTS December 31, 2008 existence of merger proposals or tender offers affecting the issuer; and any other factors affecting fair value, all in accordance with the Investment Company Act of 1940, as amended (the "1940 Act"). In making valuations, opinions of counsel may be relied upon as to whether or not securities are restricted securities and as to the legal requirements for public sale. When market quotations are readily available for unrestricted securities of an issuer, restricted securities of the same class are generally valued at a discount from the market price of such unrestricted securities. The Trustees, however, consider all factors in fixing any discount, including the filing of a registration statement for such securities under the 1933 Act and any other developments which are likely to increase the probability that the securities may be publicly sold by the Trust without restriction. The Trustees meet at least once each quarter to approve the value of the Trust's portfolio securities as of the close of business on the last business day of the preceding quarter. This valuation requires the approval of a majority of the Trustees of the Trust, including a majority of the Trustees who are not interested persons of the Trust or of Babson Capital. In making valuations, the Trustees will consider reports by Babson Capital analyzing each portfolio security in accordance with the relevant factors referred to above. Babson Capital has agreed to provide such reports to the Trust at least quarterly. The consolidated financial statements include private placement restricted securities valued at $97,424,749 (88.43% of net assets) as of December 31, 2008 whose values have been estimated by the Trustees in the absence of readily ascertainable market values. Due to the inherent uncertainty of valuation, those estimated values may differ significantly from the values that would have been used had a ready market for the securities existed, and the differences could be material. The values for Rule 144A restricted securities and corporate public securities are stated at the last reported sales price or at prices based upon quotations obtained from brokers and dealers as of December 31, 2008, subject to discount where appropriate, and are approved by the Trustees. Short-term securities with more than sixty days to maturity are valued at fair value and short-term securities having a maturity of sixty days or less are valued at amortized cost, which approximates market value. Effective January 1, 2008, the Trust adopted FASB Statement of Financial Accounting Standards No. 157, "Fair Value Measurements" ("FAS 157"). FAS 157 clarifies the definition of fair value, establishes a framework for measuring fair values and requires additional disclosures about the use of fair value measurements. FAS 157 requires companies to provide expanded information about the assets and liabilities measured at fair value and the potential effect of these fair valuations on an entity's financial performance. Various inputs are used in determining the value of the Trust's investments. Using the hierarchy established under FAS 157, these inputs are summarized in the three broad levels listed below: Level 1: quoted prices in active markets for identical securities Level 2: other significant observable inputs (including quoted prices for similar securities, interest rates, prepayment speeds, credit risk, etc.) Level 3: significant unobservable inputs (including the Trust's own assumptions indetermining the fair value of investments) The inputs and methodology used for valuing securities are not necessarily an indication of the risk associated with investing in those securities. The following is a summary of the inputs used to value the Trust's net assets as of December 31, 2008: Assets Total Level 1 Level 2 Level 3 ----------------------------------------------------------------------------- Restricted Securities $ 100,077,804 $ -- $ 2,653,055 $ 97,424,749 Public Securities 15,593,179 321,858 15,271,321 -- Short-term Securities 5,710,652 -- 5,710,652 -- ----------------------------------------------------------------------------- Total $ 121,381,635 $ 321,858 $ 23,635,028 $ 97,424,749 ----------------------------------------------------------------------------- -------------------------------------------------------------------------------- 36 MassMutual Participation Investors NOTES TO CONSOLIDATED FINANCIAL STATEMENTS December 31, 2008 Following is a reconciliation of Level 3 assets for which significant unobservable inputs were used to determine fair value: RESTRICTED PUBLIC SHORT-TERM ASSETS: SECURITIES SECURITIES SECURITIES TOTAL ----------------------------------------------------------------------------- Beginning balance at 12/31/2007 $ 94,083,138 $ -- $ -- $ 94,083,138 Total gains or losses (realized/unrealized) included in earnings* (8,700,186) -- -- (8,700,186) Purchases, sales, issuances & settlements (net) 12,041,797 -- -- 12,041,797 Transfers in and / or out of Level 3 -- -- -- ----------------------------------------------------------------------------- ENDING BALANCE AT 12/31/2008 $ 97,424,749 $ -- $ -- $ 97,424,749 * The amount of total gains or losses for the period included in earnings attributable to the change in unrealized gains or losses relating to Level 3 assets still held at 12/31/08 is ($10,990,162). B. ACCOUNTING FOR INVESTMENTS: Investment transactions are accounted for on the trade date. Dividend income is recorded on the ex-dividend date. Interest income is recorded on the accrual basis, including the amortization of premiums and accretion of discounts on bonds held using the yield-to-maturity method. The Trust does not accrue income when payment is delinquent and when management believes payment is questionable. Realized gains and losses on investment transactions and unrealized appreciation and depreciation of investments are reported for financial statement and federal income tax purposes on the identified cost method. C. USE OF ESTIMATES: The preparation of financial statements in conformity with accounting principles generally accepted in the United States of America requires management to make estimates and assumptions that affect the reported amounts of assets and liabilities and disclosure of contingent assets and liabilities at the date of the financial statements and the reported amounts of revenues and expenses during the reporting period. Actual results could differ from those estimates. D. FEDERAL INCOME TAXES: The Trust has elected to be taxed as a "regulated investment company" under the Internal Revenue Code, and intends to maintain this qualification and to distribute substantially all of its net taxable income to its shareholders. In any year when net long-term capital gains are realized by the Trust, management, after evaluating the prevailing economic conditions, will recommend that Trustees either designate the net realized long-term gains as undistributed and pay the federal capital gains taxes thereon, or distribute all or a portion of such net gains. For the year ended December 31, 2008, the Trust did not have any net realized taxable long-term capital gain. The Trust is taxed as a regulated investment company and is therefore limited as to the amount of non-qualified income that it may receive as the result of operating a trade or business, e.g. the Trust's pro rata share of income allocable to the Trust by a partnership operating company. The Trust's violation of this limitation could result in the loss of its status as a regulated investment company, thereby subjecting all of its net income and capital gains to corporate taxes prior to distribution to its shareholders. The Trust, from time-to-time, identifies investment opportunities in the securities of entities that could cause such trade or business income to be allocable to the Trust. The MMPI Subsidiary Trust (described in Footnote 1, above) was formed in order to allow investment in such securities without adversely affecting the Trust's status as a regulated investment company. Net investment income and realized gains or losses of the Trust as presented under accounting principles generally accepted in the United States of America may differ from distributable taxable earnings due to earnings from the MMPI Subsidiary Trust as well as certain permanent and temporary differences in the recognition of income and net realized gains or losses on certain investments. Permanent differences will result in re-classifications to the capital accounts. In 2008, the Trust increased undistributed net investment income and decreased additional paid in capital by a total of $33,687 to more accurately display the Trust's financial position on a tax-basis in accordance with accounting principles generally accepted in the United States of America. These re-classifications had no impact on net asset value. -------------------------------------------------------------------------------- MassMutual Participation Investors 37 NOTES TO CONSOLIDATED FINANCIAL STATEMENTS December 31, 2008 The MMPI Subsidiary Trust is not taxed as a regulated investment company. Accordingly, prior to the Trust receiving any distributions from the MMPI Subsidiary Trust, all of the MMPI Subsidiary Trust's taxable income and realized gains, including non-qualified income and realized gains, is subject to taxation at prevailing corporate tax rates. For the year December 31, 2008, the MMPI Subsidiary Trust has accrued income tax expense of $36,815. Deferred tax assets and liabilities are recognized for the future tax consequences attributable to differences between the financial statement carrying amounts of the existing assets and liabilities and their respective tax basis. As of December 31, 2008, the MMPI Subsidiary Trust has a deferred tax asset of $90,898 for which a full valuation reserve has been recorded. No future tax benefit is expected to be realized from this asset as of December 31, 2008. In June 2006, the Financial Accounting Standards Board ("FASB") issued FASB Interpretation No. 48, Accounting for Uncertainty in Income Taxes - An interpretation of FASB Statement No. 109 ("FIN 48"). Management has analyzed the Trust's tax positions taken on federal income tax returns for all open tax years and has concluded that as of December 31, 2008, no provision for income tax would be required in the Trust's financial statements. The Trust's federal and state income and federal excise tax returns for tax years for which the applicable statutes of limitations have not expired are subject to examination by the Internal Revenue Service and state departments of revenue. E. DISTRIBUTIONS TO SHAREHOLDERS: The Trust records distributions to shareholders from net investment income and net realized gains, if any, on the ex-dividend date. The Trust's net investment income dividend is declared four times per year, in April, July, October, and December. The Trust's net realized capital gain distribution, if any, is declared in December. As of December 31, 2008, the components of distributable earnings on a tax basis included $1,834,155 of undistributed ordinary income and ($940,203) of a net realized capital loss carryforward. The loss carryforward will expire on December 31, 2016. Such distributions and distributable earnings on a tax basis are determined in conformity with income tax regulations, which may differ from accounting principles generally accepted in the United States of America (GAAP). The difference between net taxable distributable earnings to GAAP earnings is $142,583 which is comprised of various timing differences. The tax character of distributions declared during the years ended December 31, 2008 and 2007 was as follows: Distributions paid from: 2008 2007 ------------ ------------ Ordinary Income $ 9,915,143 $ 12,315,585 Long-term Capital gains $ -- $ -- F. EXPENSE REDUCTION: Citibank, N.A. ("Citibank") serves as custodian to the Trust. Pursuant to the custodian agreement, Citibank receives a fee reduced by credits on cash balances the Trust maintains with Citibank. All credit balances, if any, used to reduce the Trust's custodian fees are reported as fees paid indirectly on the Statement of Operations. For the year ended December 31, 2008, there were no credit balances used to reduce custodian fees. 3. INVESTMENT ADVISORY AND ADMINISTRATIVE SERVICES CONTRACT A. SERVICES: Under an Investment Advisory and Administrative Services Contract (the "Contract") with the Trust, Babson Capital has agreed to use its best efforts to present to the Trust a continuing and suitable investment program consistent with the investment objectives and policies of the Trust. Babson Capital represents the Trust in any negotiations with issuers, investment banking firms, securities brokers or dealers and other institutions or investors relating to the Trust's investments. Under the Contract, Babson Capital also provides administration of the day-to-day operations of the Trust and provides the Trust with office space and office equipment, accounting and bookkeeping services, and necessary executive, clerical and secretarial personnel for the performance of the foregoing services. -------------------------------------------------------------------------------- 38 MassMutual Participation Investors NOTES TO CONSOLIDATED FINANCIAL STATEMENTS December 31, 2008 B. FEE: For its services under the Contract, Babson Capital is paid a quarterly investment advisory fee equal to 0.225% of the value of the Trust's net assets as of the last business day of each fiscal quarter, an amount approximately equivalent to 0.90% on an annual basis. A majority of the Trustees, including a majority of the Trustees who are not interested persons of the Trust or of Babson Capital, approve the valuation of the Trust's net assets as of such day. 4. SENIOR SECURED INDEBTEDNESS A. NOTE PAYABLE: MassMutual holds the Trust's $12,000,000 Senior Fixed Rate Convertible Note (the "Note") issued by the Trust in 1995. The Note, as amended, is due December 13, 2011 and accrues interest at 5.80% per annum. MassMutual, at its option, can convert the principal amount of the Note into common shares. The dollar amount of principal would be converted into an equivalent dollar amount of common shares based upon the average price of the common shares for ten business days prior to the notice of conversion. For the year ended December 31, 2008, the Trust incurred total interest expense on the Note of $696,000. The Trust may redeem the Note, in whole or in part, at the principal amount proposed to be redeemed together with the accrued and unpaid interest thereon through the redemption date plus a Make Whole Premium. The Make Whole Premium equals the excess of (i) the present value of the scheduled payments of principal and interest which the Trust would have paid but for the proposed redemption, discounted at the rate of interest of U.S. Treasury obligations whose maturity approximates that of the Note plus 0.50% over (ii) the principal of the Note proposed to be redeemed. B. REVOLVING CREDIT AGREEMENT: The Trust's $15,000,000 revolving credit agreement (the "Revolver") with Bank of America N.A. matured on May 30, 2008. For the year ended December 31, 2008, the Trust incurred a total expense on the Revolver of $6,229. The expense was incurred on the undrawn portion of the Revolver from January 1, 2008 to the maturity date on May 30, 2008. 5. PURCHASES AND SALES OF INVESTMENTS FOR THE YEAR ENDED COST OF INVESTMENTS 12/31/2008 ACQUIRED ----------------------------------------------------------------------------- Corporate restricted securities $ 29,107,172 Corporate public securities 11,501,481 ----------------------------------------------------------------------------- PROCEEDS FROM SALES OR MATURITIES ----------------------------------------------------------------------------- Corporate restricted securities $ 18,929,615 Corporate public securities 20,459,670 ----------------------------------------------------------------------------- The aggregate cost of investments is substantially the same for financial reporting and federal income tax purposes as of December 31, 2008. The net unrealized depreciation of investments for financial reporting and federal tax purposes as of December 31, 2008 is $16,386,381 and consists of $8,459,427 appreciation and $24,845,808 depreciation. 6. QUARTERLY RESULTS OF INVESTMENT OPERATIONS (UNAUDITED) AMOUNT PER SHARE ----------------------------------------------------------------------------- MARCH 31, 2008 ----------------------------------------------------------------------------- Investment income $ 3,200,898 Net investment income 2,597,669 $ 0.26 Net realized and unrealized loss on investments (net of taxes) (2,528,865) (0.26) ----------------------------------------------------------------------------- JUNE 30, 2008 ----------------------------------------------------------------------------- Investment income $ 2,861,287 Net investment income 2,280,789 $ 0.23 Net realized and unrealized loss on investments (net of taxes) (1,496,914) (0.15) ----------------------------------------------------------------------------- SEPTEMBER 30, 2008 ----------------------------------------------------------------------------- Investment income $ 3,817,860 Net investment income 3,237,045 $ 0.33 Net realized and unrealized loss on investments (net of taxes) (4,637,203) (0.46) ----------------------------------------------------------------------------- DECEMBER 31, 2008 ----------------------------------------------------------------------------- Investment income $ 3,121,930 Net investment income 2,556,434 $ 0.26 Net realized and unrealized loss on investments (net of taxes) (9,390,347) (0.95) -------------------------------------------------------------------------------- MassMutual Participation Investors 39 NOTES TO CONSOLIDATED FINANCIAL STATEMENTS December 31, 2008 7. AGGREGATE REMUNERATION PAID TO OFFICERS, TRUSTEES AND THEIR AFFILIATED PERSONS For the year ended December 31, 2008, the Trust paid its Trustees aggregate remuneration of $149,750. During the year the Trust did not pay any compensation to any of its Trustees who are "interested persons" (as defined by the 1940 Act) of the Trust. The Trust classifies Messrs. Crandall and Joyal as "interested persons" of the Trust. All of the Trust's officers are employees of Babson Capital or MassMutual. Pursuant to the Contract, the Trust does not compensate its officers who are employees of Babson Capital or MassMutual (except for the Chief Compliance Officer of the Trust unless assumed by Babson Capital). For the year ended December 31, 2008, Babson Capital paid the compensation of the Chief Compliance Officer of the Trust. Mr. Crandall, one of the Trust's Trustees, is an "affiliated person" (as defined by the 1940 Act) of MassMutual and Babson Capital. The Trust did not make any payments to Babson Capital for the year ended December 31, 2008, other than amounts payable to Babson Capital pursuant to the Contract. For the year ended December 31, 2008, the Trust paid the following amounts to MassMutual, exclusive of interest expense on the Note explained in Footnote 4.A: Preparation of Certain of the Trust's Shareholder Communications $ 1,042 8. CERTIFICATIONS (UNAUDITED) As required under New York Stock Exchange ("NYSE") Corporate Governance Rules, the Trust's principal executive officer has certified to the NYSE that he was not aware, as of the certification date, of any violation by the Trust of the NYSE's Corporate Governance listing standards. In addition, as required by Section 302 of the Sarbanes-Oxley Act of 2002 and related SEC rules, the Trust's principal executive and principal financial officers have made quarterly certifications, included in filings with the Securities and Exchange Commission on Forms N-CSR and N-Q, relating to, among other things, the Trust's disclosure controls and procedures and internal control over financial reporting, as applicable. 9. SUBSEQUENT EVENTS On January 23, 2009, the Trust announced that Roger W. Crandall stepped down as a Trustee and Chairman of the Board of Trustees as a result of his new position as President and Chief Operating Officer of MassMutual. Clifford M. Noreen was appointed as a Trustee and elected to succeed Mr. Crandall as Chairman of the Board of Trustees. He previously held the role of President of the Trust. Mr. Noreen is currently the President of Babson Capital. Filling the vacancy left by Mr. Noreen, Michael L. Klofas will become President of the Trust. He was formerly a Vice President of the Trust. Mr. Klofas is currently a Managing Director and co-head of Babson Capital's Mezzanine and Private Equity Group. -------------------------------------------------------------------------------- 40 MassMutual Participation Investors REPORT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM The Shareholders and Board of Trustees of MassMutual Participation Investors We have audited the accompanying consolidated statement of assets and liabilities of MassMutual Participation Investors (the Trust), including the consolidated schedule of investments, as of December 31, 2008, and the related consolidated statements of operations and cash flows for the year then ended, the consolidated statements of changes in net assets for each of the years in the two-year period then ended and the consolidated financial highlights for each of the years in the five-year period then ended. These consolidated financial statements and consolidated financial highlights are the responsibility of the Trust's management. Our responsibility is to express an opinion on these consolidated financial statements and consolidated financial highlights based on our audits. We conducted our audits in accordance with the standards of the Public Company Accounting Oversight Board (United States). Those standards require that we plan and perform the audit to obtain reasonable assurance about whether the financial statements and financial highlights are free of material misstatement. An audit includes examining, on a test basis, evidence supporting the amounts and disclosures in the financial statements. Our procedures included confirmation of securities owned as of December 31, 2008 by correspondence with the custodian, or by other appropriate auditing procedures. An audit also includes assessing the accounting principles used and significant estimates made by management, as well as evaluating the overall financial statement presentation. We believe that our audits provide a reasonable basis for our opinion. In our opinion, the consolidated financial statements and consolidated financial highlights referred to above present fairly, in all material respects, the financial position of MassMutual Participation Investors as of December 31, 2008, and the results of its operations, its cash flows, its changes in net assets, and the financial highlights for the years described above, in conformity with U.S. generally accepted accounting principles. /s/ KPMG LLP Boston, Massachusetts February 11, 2009 -------------------------------------------------------------------------------- MassMutual Participation Investors 41 INTERESTED TRUSTEES PRINCIPAL PORTFOLIOS POSITION OCCUPATIONS OVERSEEN OTHER NAME (AGE), WITH OFFICE TERM/LENGTH DURING PAST IN FUND DIRECTORSHIPS ADDRESS THE TRUST OF TIME SERVED 5 YEARS COMPLEX HELD BY DIRECTOR ------------------------------------------------------------------------------------------------------------------------------------ ROGER W. CRANDALL*(44) Trustee 3 years/ President, Chief Operating 2 Trustee, Chairman (since 2005), (since 2005) 2 years/ Officer and member of Board President (2003-2005), and Massachusetts Mutual Life 10 months (since November 2008); and Vice President (2002-2003), of Insurance Company Executive Vice President and the Trust; Director (since 1295 State Street Chief Investment Officer 2004), Babson Capital Europe Springfield, MA 01111 (since 2005) and Co-Chief Limited (an institutional Chairman 1 year/ Operating Officer (since debt-fund manager); Director (since 2005) 7 months 2007) of MassMutual; and (since 2004), Babson Capital Chairman (since 2005), Guernsey Limited (an investment President (2006-2007) and management company); Chief Executive Officer Non-Executive Director (since (since 2006), Vice Chairman 2005), Baring Asset Management (2005), Member of the Board Limited (an investment manager/ of Managers (since 2004), adviser); Chairman (since Member of the Board of 2005), Cornerstone Real Estate Directors (2003-2004), and Advisers LLC (an investment Managing Director of Babson adviser); Director (since Capital (2000-2005). 2003), MassMutual Corporate Value Partners Limited (investment company); Director (since 2003), MassMutual Corporate Value Limited (investment company); Director (since 2005), MassMutual Holdings (Bermuda) Ltd. (holding company); Director (since 2004), MML Assurance, Inc. (a New York insurance company); Director (since 2005), Oppenheimer Acquisition Corp. (holding company); Director (since 2004), Jefferies Finance LLC (a finance company); Director (since 2004), Great Lakes LLC (investment company); Director (since 1999), SAAR Holdings CDO Ltd. (investment company); Chairman, Chief Executive Officer and Director (since 2006), MassMutual Capital Partners LLC (investment company); Director (since 2006), Invicta Advisers LLC (derivative trading company); Director (since 2006), Invicta Capital LLC (derivative trading company); Director (since 2006), Invicta Credit LLC (derivative trading company); Director (since 2006), Invicta Holdings LLC (derivative trading company); Director (since 2006), Director (since 2006), MassMutual International LLC (holding company); Trustee (since 2003), President (2003- 2005), and Chairman (since 2005), MMCI Subsidiary Trust and MMPI Subsidiary Trust; and Trustee (since 2005), Chairman (since 2005), President (2003-2005), and Vice President (2002-2003), of MassMutual Corporate Investors (closed-end investment company advised by Babson Capital). * Mr. Crandall is classified as an "interested person" of the Trust and Babson Capital (as defined in the Investment Company Act of 1940, as amended) because of his position as an Officer of the Trust; and Chairman, Chief Executive Officer, and Member of the Board of Managers of Babson Capital. -------------------------------------------------------------------------------- 42 MassMutual Participation Investors INTERESTED TRUSTEES PRINCIPAL PORTFOLIOS POSITION OCCUPATIONS OVERSEEN OTHER NAME (AGE), WITH OFFICE TERM/LENGTH DURING PAST IN FUND DIRECTORSHIPS ADDRESS THE TRUST OF TIME SERVED 5 YEARS COMPLEX HELD BY DIRECTOR ------------------------------------------------------------------------------------------------------------------------------------ ROBERT E. JOYAL*(64) Trustee 3 years/ President (2001-2003) of 57 President (1999-2003) and (since 2003) 1 year/ Babson Capital. Trustee (since 2003), of the MassMutual Participation 10 months Trust; Director (since 2006), Investors Jefferies Group, Inc. 1500 Main Street (financial services); Director Suite 600, P.O. Box 15189 (since 2003), Alabama Aircraft Springfield, MA 01115-5189 Industries, Inc. (aircraft maintenance and overhaul); Director (since 2007), Scottish Re Group Ltd. (global life reinsurance specialist); Trustee (since 2003), MassMutual Select Funds, formerly MassMutual Institutional Funds, (an open-end investment company advised by MassMutual); Trustee (since 2003), MML Series Investment Fund (an open-end investment company advised by MassMutual); Trustee (1998- 2003), Senior Vice President (1998-2001) and President (2001-2003), MMCI Subsidiary Trust and MMPI Subsidiary Trust; and President (1999- 2003), Trustee (since 2003), MassMutual Corporate Investors (closed-end investment company advised by Babson Capital). * Mr. Joyal retired as President of Babson Capital in June 2003. In addition and as noted above, Mr. Joyal is a director of Jefferies Group, Inc., which has a wholly-owned broker-dealer subsidiary that may execute portfolio transactions and/or engage in principal transactions with the Trust, other investment companies advised by Babson Capital or any other advisory accounts over which Babson Capital has brokerage placement discretion. Accordingly, the Trust has determined to classify Mr. Joyal as an "interested person" of the Trust and Babson Capital (as defined in the Investment Company Act of 1940, as amended). -------------------------------------------------------------------------------- MassMutual Participation Investors 43 INTERESTED TRUSTEES PRINCIPAL PORTFOLIOS POSITION OCCUPATIONS OVERSEEN OTHER NAME (AGE), WITH OFFICE TERM/LENGTH DURING PAST IN FUND DIRECTORSHIPS ADDRESS THE TRUST OF TIME SERVED 5 YEARS COMPLEX HELD BY DIRECTOR ------------------------------------------------------------------------------------------------------------------------------------ WILLIAM J. BARRETT(69) Trustee 2 years/ President (since 2002), 2 Trustee (since 2006), (since 2006) 1 year/ Barrett-Gardner Associates, MassMutual Corporate Investors MassMutual 10 months Inc. (private merchant bank); (a closed-end investment Participation Investors and Senior Vice President company advised by Babson 1500 Main Street (1976-2002), Janney Montgomery Capital). Suite 600, P.O. Box 15189 Scott LLC (investments). Springfield, MA 01115-5189 DONALD E. BENSON(78) Trustee 3 years/ Executive Vice President 2 Director (1997-2008), MAIR (since 1988) 1 years/ and Director (since 1992), Holdings, Inc. (commuter MassMutual 10 months Marquette Financial airline holding company); Participation Investors Companies (financial services); Director (since 1997), First 1500 Main Street Partner (since 1996), Benson California Financial Group, Suite 600, P.O. Box 15189 Family Limited Partnership Inc. (bank holding company); Springfield, MA 01115-5189 No. 1 and Benson Family and Trustee (since 1986), Limited Partnership No. 2 MassMutual Corporate Investors (investment partnerships); and (closed-end investment company Partner (1987-2004), Benson, advised by Babson Capital). Pinckney, Oates Partnership (building partnership) -------------------------------------------------------------------------------- 44 MassMutual Participation Investors INTERESTED TRUSTEES PRINCIPAL PORTFOLIOS POSITION OCCUPATIONS OVERSEEN OTHER NAME (AGE), WITH OFFICE TERM/LENGTH DURING PAST IN FUND DIRECTORSHIPS ADDRESS THE TRUST OF TIME SERVED 5 YEARS COMPLEX HELD BY DIRECTOR ------------------------------------------------------------------------------------------------------------------------------------ MICHAEL H. BROWN(52) Trustee 3 years/ Private Investor; and Managing 2 Trustee (since 2005), (since 2005) 10 months Director (1994-2005), Morgan MassMutual Corporate Investors MassMutual Stanley. (a closed-end investment Participation Investors company advised by Babson 1500 Main Street Capital); Independent Director Suite 600, P.O. Box 15189 (since 2006), Invicta Holdings Springfield, MA 01115-5189 LLC and its subsidiaries (a derivative trading company owned indirectly by MassMutual). DONALD GLICKMAN(75) Trustee 3 years/ Chairman (since 1992), Donald 2 Director (since 1984), Monro (since 1992) 1 year/ Glickman and Company, Muffler and Brake, Inc. MassMutual 10 months Inc. (private investments); (automobile repair service); Participation Investors and Partner (since 1992), Lead Director (since 1998), MSC 1500 Main Street J.F. Lehman & Co. (private Software Corp. (simulation Suite 600, P.O. Box 15189 investments). software); and Trustee (since Springfield, MA 01115-5189 1992), MassMutual Corporate Investors (closed-end investment company advised by Babson Capital). -------------------------------------------------------------------------------- MassMutual Participation Investors 45 INTERESTED TRUSTEES PRINCIPAL PORTFOLIOS POSITION OCCUPATIONS OVERSEEN OTHER NAME (AGE), WITH OFFICE TERM/LENGTH DURING PAST IN FUND DIRECTORSHIPS ADDRESS THE TRUST OF TIME SERVED 5 YEARS COMPLEX HELD BY DIRECTOR ------------------------------------------------------------------------------------------------------------------------------------ MARTIN T. HART(73) Trustee 3 years/ Private Investor; and President 2 Director (since 2004), Texas (since 1991) 2 years/ and Director (since 1983), Roadhouse, Inc. (operates MassMutual 10 months H Investment Company LLC restaurant chain); Director Participation Investors (family partnership). (since 1999), ValueClick Inc. 1500 Main Street (internet advertising company); Suite 600, P.O. Box 15189 Director (since 2002), Springfield, MA 01115-5189 Spectranetics Corp. (medical device company); and Trustee (since 1991), MassMutual Corporate Investors (closed-end investment company advised by Babson Capital). CORINE T. NORGAARD(71) Trustee 3 years/ President, (2004-2005), 34 Trustee (since 2005), MML (since 1998) 10 months Thompson Enterprises Real Series Investment Fund II (an MassMutual Estate Investment; and Dean open-end investment company Participation Investors (1996-2004), Barney School advised by MassMutual); Trustee 1500 Main Street of Business, University of (since 2004), MassMutual Suite 600, P.O. Box 15189 Hartford. Premier Funds, formerly The DLB Springfield, MA 01115-5189 Fund Group (an open-end investment company advised by MassMutual); Trustee (since 1993), ING Series Fund (investment company); Director (since 1992), ING Variable Series Fund; and Trustee (since 1998), MassMutual Corporate Investors (a closed-end investment company advised by Babson Capital). MALEYNE M. SYRACUSE(52) Trustee 3 years/ Managing Director (2000- 2 Trustee (since 2007), (since 2007) 10 months 2007), JP Morgan Securities, MassMutual Corporate Investors MassMutual Inc. (investments and (a closed-end investment Participation Investors banking). company advised by Babson 1500 Main Street Capital). Suite 600, P.O. Box 15189 Springfield, MA 01115-5189 -------------------------------------------------------------------------------- 46 MassMutual Participation Investors OFFICERS OF THE TRUST PRINCIPAL POSITION OCCUPATIONS NAME (AGE), WITH OFFICE TERM/LENGTH DURING PAST ADDRESS THE TRUST OF TIME SERVED 5 YEARS ------------------------------------------------------------------------------------------------------------------------------------ CLIFFORD M. NOREEN(51) President 1 year/ President (since 2005), Vice President (1993-2005) of the Trust; 7 months Vice Chairman (since 2007), Member of the Board of Managers MassMutual (since 2006), and Managing Director (since 2000) of Babson Participation Investors Capital; Trustee (since 2005), and President (since 2005) MMCI 1500 Main Street Subsidiary Trust and MMPI Subsidiary Trust; and President (since Suite 600, P.O. Box 15189 2005), Vice President (1993-2005), MassMutual Corporate Investors. Springfield, MA 01115-5189 PATRICIA J. WALSH+(43) Vice 9 months/ Vice President, Secretary, and Chief Legal Officer (since 2008) of President, 4 months the Trust; Vice President and Associate General Counsel (since MassMutual Secretary, 2005) of MassMutual; General Counsel and Secretary (since 2008) of Participation Investors and Chief Babson Capital; Secretary (since 2009), MMCI Subsidiary Trust and 1500 Main Street Legal Officer MMPI Subsidiary Trust; and Vice President, Secretary, and Chief Suite 600, P.O. Box 15189 Legal Officer (since 2008), MassMutual Corporate Investors. Springfield, MA 01115-5189 JAMES M. ROY(46) Vice 1 year/ Vice President and Chief Financial Officer (since 2005), Treasurer President 7 months (2003-2005), and Associate Treasurer (1999-2003) of the Trust; MassMutual and Chief Managing Director (since 2005), and Director (2000-2005) of Babson Participation Investors Financial Capital; Trustee (since 2005), Treasurer (since 2005), and 1500 Main Street Officer Controller (2003-2005), MMCI Subsidiary Trust and MMPI Subsidiary Suite 600, P.O. Box 15189 Trust; and Vice President and Chief Financial Officer (since Springfield, MA 01115-5189 2005), Treasurer (2003-2005) and Associate Treasurer (1999-2003), MassMutual Corporate Investors. JOHN T. DAVITT, JR.(41) Comptroller 1 year/ Comptroller (since 2001) of the Trust; Director (since 2000) of 7 months Babson Capital; Controller (since 2005), MMCI Subsidiary Trust and MassMutual MMPI Subsidiary Trust; and Comptroller (since 2001), MassMutual Participation Investors Corporate Investors. 1500 Main Street Suite 600, P.O. Box 15189 Springfield, MA 01115-5189 MELISSA M. LAGRANT(35) Chief 1 year/ Chief Compliance Officer (since 2006) of the Trust; Managing Compliance 7 months Director (since 2005) of Babson Capital; Vice President and Senior MassMutual Officer Compliance Trading Manager (2003-2005), Loomis, Sayles & Company, Participation Investors L.P.; Assistant Vice President-Business Risk Management Group 1500 Main Street (2002-2003), and Assistant Vice President-Investment Compliance Suite 600, P.O. Box 15189 (2001-2002), Zurich Scudder Investments/Deutsche Asset Management; Springfield, MA 01115-5189 and Chief Compliance Officer (since 2006), MassMutual Corporate Investors. DANIEL J. FLORENCE*(36) Treasurer 1 year/ Treasurer (since 2008), Associate Treasurer (2006-2008), of the MassMutual 7 months Trust; Associate Director (since 2008), Analyst (2000-2008) of Participation Investors Babson Capital; and Treasurer (since 2008), Associate Treasurer 1500 Main Street (2006-2008), MassMutual Corporate Investors. Suite 600, P.O. Box 15189 Springfield, MA 01115-5189 + Ms. Walsh was elected as Vice President, Secretary, and Chief Legal Officer of the Trust on October 17, 2008. * Mr. Florence was elected as Treasurer of the Trust on July 22, 2008. -------------------------------------------------------------------------------- MassMutual Participation Investors 47 MEMBERS OF THE BOARD OF DIVIDEND REINVESTMENT AND CASH PURCHASE TRUSTEES PLAN LEFT TO RIGHT: MassMutual Participation Investors (the Donald Glickman "Trust") offers a Dividend Reinvestment Chairman, and Cash Purchase Plan (the "Plan"). The Donald Glickman & Company, Inc. Plan provides a simple and automatic way for shareholders to add to their Robert E. Joyal holdings in the Trust through the Retired President, receipt of dividend shares issued by the Babson Capital Management LLC Trust or through the reinvestment of cash dividends in Trust shares purchased William J. Barrett in the open market. The dividends of President, each shareholder will be automatically Barrett-Gardner Associates, Inc. reinvested in the Trust by Shareholder Financial Services Inc., the Transfer Michael H. Brown* Agent, in accordance with the Plan, Private Investor unless such shareholder elects not to participate by providing written notice Donald E. Benson* to the Transfer Agent. A shareholder may Executive Vice President terminate his or her participation by and Director, notifying the Transfer Agent in writing. Marquette Financial Companies Participating shareholders may also make Dr. Corine T. Norgaard* additional contributions to the Plan President, from their own funds. Such contributions Thompson Enterprises may be made by personal check or other Real Estate Investment means in an amount not less than $100 nor more than $5,000 per quarter. Cash Roger W. Crandall contributions must be received by the President and Chief Transfer Agent at least five days (but Operating Officer no more then 30 days) before the payment Massachusetts Mutual Life date of a dividend or distributions. Insurance Company Whenever the Trust declares a dividend Martin T. Hart payable in cash or shares, the Transfer Private Investor Agent, acting on behalf of each participating shareholder, will take the Maleyne M. Syracuse dividend in shares only if the net asset Private Investor value is lower than the market price plus an estimated brokerage commission *Member of the Audit Committee as of the close of business on the valuation day. The valuation day is the OFFICERS last day preceding the day of dividend Roger W. Crandall payment. When the dividend is to be Chairman taken in shares, the number of shares to be received is determined by dividing Clifford M. Noreen the cash dividend by the net asset value President as of the close of business on the valuation date or, if greater than net James M. Roy asset value, 95% of the closing share Vice President & Chief price. If the net asset value of the Financial Officer shares is higher than the market value plus an estimated commission, the Patricia J. Walsh Transfer Agent, consistent with Vice President, Secretary obtaining the best price and execution, & Chief Legal Officer will buy shares on the open market at current prices promptly after the Jill A. Fields dividend payment date. Vice President The reinvestment of dividends does not, Michael P. Hermsen in anyway, relieve participating Vice President shareholders of any federal, state or local tax. For federal income tax Mary Wilson Kibbe purposes, the amount reportable in Vice President respect of a dividend received in newly-issued shares of the Trust will be Michael L. Klofas the fair market value of the shares Vice President received, which will be reportable as ordinary income and/or capital gains. Richard E. Spencer, II Vice President As compensation for its services, the Transfer Agent receives a fee of 5% of Daniel J. Florence any dividend and cash contribution (in Treasurer no event in excess of $2.50 per distribution per shareholder.) John T. Davitt, Jr. Comptroller Any questions regarding the Plan should be addressed to Shareholder Financial Melissa M. LaGrant Services, Inc., Agent for MassMutual Chief Compliance Officer Participation Investors' Dividend Reinvestment and Cash Purchase Plan, P.O. Box 173673, Denver, CO 80217-3673. -------------------------------------------------------------------------------- 48 MassMutual Participation Investors [LOGO] MassMutual Participation Investors PI2597 ITEM 2. CODE OF ETHICS. The Registrant adopted a Code of Ethics for Senior Financial Officers (the "Code") on October 17, 2003, which is available on the Registrant's website at www.babsoncapital.com/mpv. During the period covered by this Form N-CSR, there were no amendments to, or waivers from, the Code. ITEM 3. AUDIT COMMITTEE FINANCIAL EXPERT. The Registrant's Board of Trustees has determined that Mr. Donald E. Benson, a Trustee of the Registrant and a member of its Audit Committee, is an audit committee financial expert. Mr. Benson is "independent" for purposes of this Item 3 as required by applicable regulation. ITEM 4. PRINCIPAL ACCOUNTANT FEES AND SERVICES. FEES BILLED TO THE REGISTRANT KPMG LLP KPMG LLP Year Ended Year Ended December 31, December 31, 2008 2007 ---------- ---------- Audit Fees $ 45,700 $ 53,000 Audit-Related Fees 6,125 5,700 Tax Fees 39,950 31,000 All Other Fees 0 0 ---------- ---------- Total Fees $ 91,775 $ 89,700 ========== ========== NON-AUDIT FEES BILLED TO BABSON CAPITAL AND MASSMUTUAL KPMG LLP KPMG LLP Year Ended Year Ended December 31, December 31, 2008 2007 ---------- ---------- Audit-Related Fees $ 921,019 $1,102,280 Tax Fees 0 0 All Other Fees 0 75,000 ---------- ---------- Total Fees $ 921,019 $1,177,280 ========== ========== The category "Audit Related Fees" reflects fees billed by KPMG for various non-audit and non-tax services rendered to the Registrant, Babson Capital Management LLC ("Babson Capital") and Massachusetts Mutual Life Insurance Company ("MassMutual"), such as SAS 70 review, agreed upon procedures reports. Preparation of Federal, state and local income tax returns and compliance work are representative of the fees billed in the "Tax Fees" category. The category "All Other Fees" represents fees billed by KPMG for tax consulting rendered to Babson Capital and MassMutual. The Sarbanes-Oxley Act of 2002 and its implementing regulations allows the Registrant's Audit Committee to establish a pre-approval policy for certain services rendered by the Registrant's independent accountants. During 2008, the Registrant's Audit Committee approved all of the services rendered to the Registrant by KPMG and did not rely on such a pre-approval policy for any such services. The Audit Committee reviewed the aggregate fees billed for professional services rendered by KPMG for the Registrant and for the non-audit services provided to Babson Capital, and Babson Capital's parent, MassMutual. As part of this review, the Audit Committee considered whether the provision of such non-audit services were compatible with maintaining the principal accountant's independence. The 2007 fees billed represent final 2007 amounts, which may differ from the preliminary figures available as of the filing date of the Trust's 2008 Annual Form N-CSR and includes, among other things, fees for services that may not have been billed as of the filing date of the Trust's 2008 Annual Form N-CSR, but are now properly included in the 2007 fees billed to the Trust, Babson Capital, and MassMutual. ITEM 5. AUDIT COMMITTEE OF LISTED REGISTRANTS. The Registrant maintains an Audit Committee composed exclusively of Trustees of the Registrant who qualify as "independent" Trustees under the current listing standards of the New York Stock Exchange and the rules of U.S. Securities and Exchange Commission. The Committee operates pursuant to a written Audit Committee Charter, which is available (1) on the Registrant's website, www.babsoncapital.com/mpv; and (2) without charge, upon request, by calling, toll-free 866-399-1516. The current members of the Audit Committee are Donald E. Benson, Michael H. Brown, and Corine T. Norgaard. ITEM 6. SCHEDULE OF INVESTMENTS Not applicable for this filing. ITEM 7. DISCLOSURE OF PROXY VOTING POLICIES AND PROCEDURES FOR CLOSED END MANAGEMENT INVESTMENT COMPANIES. The Registrant's Board of Trustees delegated proxy voting responsibilities relating to voting securities held by the Registrant to its investment adviser, Babson Capital Management LLC ("Babson Capital"). A summary of Babson Capital's proxy voting policies and procedures is set forth below. Summary of Babson Capital's Proxy Voting Policy ----------------------------------------------- Babson Capital views the voting of proxies as part of its investment management responsibility and believes, as a general principle, that proxies should be voted solely in the best interests of its clients (i.e. in a manner it believes is most likely to enhance the economic value of the underlying securities and client accounts). To implement this general principle, it is Babson Capital's policy to generally vote proxies in accordance with the recommendations of Institutional Shareholder Services ("ISS"), a recognized authority on proxy voting and corporate governance, or, in cases where ISS has not made any recommendations with respect to a proxy, in accordance with ISS's proxy voting guidelines. Babson Capital recognizes, however, that there may be times when Babson Capital believes that it will be in the best interests of clients holding the securities to (1) vote against ISS's recommendations or (2) in cases where ISS has not provided Babson Capital with any recommendations with respect to a proxy, vote against ISS's proxy voting guidelines. Babson Capital may vote, in whole or part, against ISS's recommendations or ISS's proxy voting guidelines, as applicable. The procedures set forth in the Policy are designed to ensure that votes against ISS's recommendations or proxy voting guidelines have been made in the best interests of clients and are not the result of any material conflict of interest (a "Material Conflict"). Summary of Babson Capital's Proxy Voting Procedures --------------------------------------------------- Babson Capital has established a Proxy Committee that is responsible for the implementation and governance of the Policy and designated Proxy Administrators who will receive and post proxies for voting with ISS. In accordance with the Policy, Babson Capital will generally vote all client proxies in accordance with ISS's recommendation or proxy voting guidelines, unless a person authorized by the Proxy Committee (each a "Proxy Analyst"), the Proxy Committee or a designated member of the Proxy Committee determines that it is in the clients' best interest to vote against ISS's recommendation or proxy voting guidelines. In these cases, Babson Capital will vote against ISS's recommendation or proxy voting guidelines, so long as no other Proxy Analyst reviewing such proxy disagrees with such recommendation, and no known Material Conflict is identified by the Proxy Analyst(s) or the Proxy Administrator. Otherwise, the proxy is to be submitted to a member of the Proxy Committee, who shall determine how to vote the proxy unless (i) the Proxy Analyst or Proxy Administrator has identified a Babson Capital Material Conflict or (ii) said Proxy Committee member has identified a Material Conflict pertinent to him or herself or a Babson Capital Material Conflict. In such cases, the proxy shall be submitted to the Proxy Committee, which may authorize a vote against ISS's recommendation or proxy voting guidelines only if the Proxy Committee determines that such vote is in the clients' best interests. No employee, officer, director, or Board of Managers Member of Babson Capital or its affiliates (other than those assigned such responsibilities under the Policy) may influence how Babson Capital votes any client proxy, unless such person has been requested to provide such assistance by a Proxy Analyst or Proxy Committee member and has disclosed any known Material Conflict. Any pre-vote communications prohibited by the Policy shall be reported to the Proxy Committee member prior to voting and to Babson Capital's General Counsel. Obtaining a Copy of the Policy ------------------------------ The full text of Babson Capital's Policy is available (1) without charge, upon request, by calling 1-866-399-1516 or (2) on the Registrant's website, www.babsoncapital.com/mpv. ITEM 8. PORTFOLIO MANAGERS OF CLOSED-END MANAGEMENT INVESTMENT COMPANIES. The following disclosure item is made as of the date of this Form N-CSR unless otherwise indicated. PORTFOLIO MANAGER. Clifford M. Noreen serves as the President of the Registrant (since 2005) and as its Portfolio Manager. Mr. Noreen began his service to the Registrant in 1993 as a Vice President. With over 25 years of industry experience, Mr. Noreen is President, a Managing Director and a Member of the Board of Managers of Babson Capital Management LLC ("Babson Capital") and head of Babson Capital's Corporate Securities Group, where he oversees public equities and corporate credit related investments, including public and private bonds, mezzanine, and private equity investments, and structured credit products. Mr. Noreen joined Massachusetts Mutual Life Insurance Company ("MassMutual"), Babson Capital's parent company, in 1985 and began leading its High Yield Team in 1992, where he was responsible for oversight of all public high yield portfolios. In 2004, Mr. Noreen assumed responsibility for Babson Capital's Public Corporate Credit Group, which included the Investment Grade and High Yield Institutional Fixed Income teams. Mr. Noreen also presently serves as President of MassMutual Corporate Investors, another closed-end registered investment company advised by Babson Capital. Mr. Noreen holds a B.A. from the University of Massachusetts and an M.B.A from American International College. PORTFOLIO MANAGEMENT TEAM. Mr. Noreen has primary responsibility for overseeing the investment of the Registrant's portfolio, with the day-to-day investment management responsibility of the Registrant's portfolio being shared with the following Babson Capital investment professionals (together with the Portfolio Manager, the "Portfolio Team"). Michael P. Hermsen, Michael L. Klofas, and Richard E. Spencer II are each a Vice President of the Registrant and a Managing Director of Babson Capital. Together they are responsible for managing Babson Capital's Mezzanine Investment and Private Equity Investments Team within the Corporate Securities Group, which is responsible for finding, analyzing, negotiating and servicing mezzanine private placement securities for the Registrant. Mr. Hermsen joined MassMutual in 1990 and has been an officer of the Registrant since 1992. Previously, he worked at Teachers Insurance and Annuity Association where he was a generalist private placement analyst. At MassMutual and then Babson Capital, Mr. Hermsen has analyzed and invested in traditional private placements, high yield public and private bonds, and leveraged bank loans. He has also been responsible for managing a small portfolio of distressed investments. Since 1993, he has focused on originating, analyzing, structuring and documenting mezzanine and private equity investments. He holds a B.A. from Bowdoin College and an M.B.A. from Columbia University. Mr. Klofas joined MassMutual in 1988 and has been an officer of the Registrant since 1989. Prior to joining MassMutual, he spent two years at a small venture capital firm and two years at a national public accounting firm. At MassMutual and then Babson Capital, Mr. Klofas has analyzed and invested in traditional private placements and high yield public bonds. He also spent four years leading Babson Capital's workout and restructuring activities. Since 1993, he has focused on originating, analyzing, structuring and documenting mezzanine and private equity investments. Mr. Klofas holds a B.A. from Brandeis University and an M.B.A. from Babson College as well as a Certified Public Accountant designation. Mr. Spencer joined MassMutual in 1989 after three years as a corporate loan analyst at a major New England bank. He has been an officer of Registrant since 1990. At MassMutual and then Babson Capital, Mr. Spencer has analyzed and invested in traditional private placements, high yield public and private bonds, leveraged bank loans, mezzanine debt and private equity. From 1993 to 1999, he was the lead restructuring professional at Babson Capital. Since 1999, Mr. Spencer has been focused on the origination, analysis, structuring and documentation of mezzanine and private equity investments. He holds a B.A. from Bucknell University and an M.B.A. from the State University of New York at Buffalo. Jill A. Fields is responsible for the day-to-day management of the Registrant's public high yield and investment grade fixed income portfolio. Ms. Fields has been a Vice President of the Registrant since 2006. Ms. Fields is a Managing Director of Babson Capital with over 20 years of industry experience in high yield total return, structured credit, leveraged loans and private placement investing. Prior to joining Babson Capital in 1997, she was a credit analyst at Shawmut National Bank, and the Director of Corporate Bond Research at Hartford Life Insurance Group. Ms. Fields holds a B.S. from Pennsylvania State University and an M.B.A. from the University of Connecticut. OTHER ACCOUNTS MANAGED BY THE PORTFOLIO TEAM. The members of the Registrant's Portfolio Team also have primary responsibility for the day-to-day management of other Babson Capital advisory accounts, including, among others, closed-end and open-end investment companies, private investment funds, MassMutual-affiliated accounts, as well as separate accounts for institutional clients. These advisory accounts are identified below. NUMBER OF ACCOUNTS APPROXIMATE TOTAL WITH ASSET SIZE OF NUMBER APPROXIMATE PERFORMANCE- PERFORMANCE- PORTFOLIO ACCOUNT OF TOTAL ASSET BASED BASED ADVISORY TEAM CATEGORY ACCOUNTS SIZE(A) ADVISORY FEE FEE ACCOUNTS(A) ------------ --------------------- -------- ------------ ------------ -------------- Clifford M. Registered Investment Noreen(B) Companies 1 $208.1 million 0 N/A ----------------------------------------------------------------------------------------- Other Pooled Investment Vehicles 1 $26.5 million 1 $26.5 million ----------------------------------------------------------------------------------------- Other Accounts 0 N/A 0 N/A ----------------------------------------------------------------------------------------- Jill A. Registered Investment Fields Companies 2 $320.8 million 0 N/A ----------------------------------------------------------------------------------------- Other Pooled Investment Vehicles 1 $30.3 million 1 $30.3 million ----------------------------------------------------------------------------------------- Other Accounts 5(C) $407.2 million 0 N/A ----------------------------------------------------------------------------------------- Michael P. Registered Investment Hermsen Companies 1 $208.1 million 0 N/A ----------------------------------------------------------------------------------------- Other Pooled Investment Vehicles(D) 5 $1.0 billion 5 $1.0 billion ----------------------------------------------------------------------------------------- Other Accounts 0 N/A N/A N/A ----------------------------------------------------------------------------------------- Michael L. Registered Investment Klofas Companies 1 $208.1 million 0 N/A ----------------------------------------------------------------------------------------- Other Pooled Investment Vehicles(D) 5 $1.0 billion 5 $1.0 billion ----------------------------------------------------------------------------------------- Other Accounts 0 N/A N/A N/A ----------------------------------------------------------------------------------------- Richard E. Registered Investment Spencer II Companies 1 $208.1 million 0 N/A ----------------------------------------------------------------------------------------- Other Pooled Investment Vehicles(D) 5 $1.0 billion 5 $1.0 billion ----------------------------------------------------------------------------------------- Other Accounts 0 N/A N/A N/A (A) Account asset size has been calculated as of December 31, 2008. (B) Mr. Noreen, as the head of Babson Capital's Corporate Securities Group, has overall responsibility for all corporate credit related investments, including public and private bonds, mezzanine, and private equity investments, as well as structured credit products managed by Babson Capital. Except for the accounts noted in the table above, Mr. Noreen is not primarily responsible for the day-to-day management of the other accounts managed by Babson Capital's Corporate Securities Group. (C) Ms. Fields manages the high yield sector of the general investment account of Massachusetts Mutual Life Insurance Company; however these assets are not represented in the table above. (D) The listed account and managed assets represent a portion of the general investment account of MassMutual and C.M. Life Insurance Company for which an individual Portfolio Team member has primary day-to-day responsibility. MATERIAL CONFLICTS OF INTEREST. The potential for material conflicts of interest may exist as the members of the Portfolio Team have responsibilities for the day-to-day management of multiple accounts. These conflicts may be heightened to the extent the individual, Babson Capital and/or an affiliate has an investment in one or much of such accounts or an interest in the performance of such accounts. Babson Capital has identified (and summarized below) areas where material conflicts of interest are most likely to arise, and has adopted policies and procedures that it believes are reasonably designed to address such conflicts. It is possible that an investment opportunity may be suitable for both the Registrant and other accounts managed by a member of the Portfolio Team, but may not be available in sufficient quantities for both the Registrant and the other accounts to participate fully. Similarly, there may be limited opportunity to sell an investment held by the Registrant and another account. A conflict may arise where a member of the Portfolio Team may have an incentive to treat an account preferentially as compared to the Registrant because the account pays Babson Capital a performance-based fee or a member of the Portfolio Team, Babson Capital, or an affiliate has an interest in the account. Babson Capital has adopted an investment allocation policy and trade allocation procedures to address allocation of portfolio transactions and investment opportunities across multiple clients. These policies are designed to achieve fair and equitable treatment of all clients over time, and specifically prohibit allocations based on performance of an account, the amount or structure of the management fee, performance fee or profit sharing allocations, participation or investment by an employee, Babson Capital or an affiliate, whether the account is public, private, proprietary or third party. Additionally, the Registrant, MassMutual, Babson Capital, MassMutual Corporate Investors, and any private investment company advised or sub-advised by Babson Capital have obtained a blanket order from the Securities and Exchange Commission pursuant to Section 17(d), and Rule 17(d)-1 thereunder, of the Investment Company Act of 1940, as amended, which sets forth the conditions by which the entities can engage in private placement co-investment activities. Potential material conflicts of interest may also arise related to the knowledge and timing of the Registrant's trades, investment opportunities and broker selection. A member of the Portfolio Team will have information about the size, timing and possible market impact of the Registrant's trades. It is theoretically possible that a member of the Portfolio Team could use this information for his or her personal advantage or the advantage of other accounts he manages or the possible detriment of the Registrant. For example, a member of the Portfolio Team could front run a fund's trade or short sell a security for an account immediately prior to the Registrant's sale of that security. To address these conflicts, Babson Capital has adopted policies and procedures governing employees' personal securities transactions, the use of short sales, and trading between the Registrant and other accounts managed by members of the Portfolio Team or accounts owned by Babson Capital or its affiliates. With respect to securities transactions for the Registrant, Babson Capital determines which broker to use to execute each order, consistent with its duty to seek best execution of the transaction. Babson Capital manages certain other accounts, however, where Babson Capital may be limited by the client with respect to the selection of brokers or directed to trade such client's transactions through a particular broker. In these cases, trades for a fund in a particular security may be placed separately from, rather than aggregated with, such other accounts. Placing separate transaction orders for a security may temporarily affect the market price of the security or otherwise affect the execution of the transaction to the possible detriment of a fund or the other account(s) involved. Babson Capital has policies and procedures that address best execution and directed brokerage. Members of the Portfolio Team may also face other potential conflicts of interest in managing the Registrant, and the above is not a complete description of every conflict of interest that could be deemed to exist in managing both the Registrant and the other accounts listed above. COMPENSATION. The current Babson Capital compensation and incentive program for investment professionals is designed to attract, motivate and retain high-performing individuals. To help Babson Capital make informed decisions, the Company participates in annual compensation surveys of investment management firms using McLagan Partners, in addition to other industry specific resources. The firms selected for periodic peer-group comparisons typically have similar asset size or business mix. Annually, a review is conducted of total compensation versus market, to ensure that individual pay is competitive with the defined overall market. The compensation package for the members of the Portfolio Team is comprised of a market-driven base salary, a performance-driven annual bonus, and discretionary long-term incentives. The performance-driven bonus is based on the performance of the accounts managed by the members of the Portfolio Team relative to appropriate benchmarks, including with respect to the Registrant, to the Russell 2000 Index and Lehman Brothers U.S. Corporate High Yield Index. Performance of the Registrant, like other accounts Portfolio Team members manage, are evaluated on a pre-tax basis, and are reviewed over one and three-year periods, with greater emphasis given to the latter. There are other factors that affect bonus awards to a lesser extent, such as client satisfaction, teamwork, the assets under management, and the overall success of Babson Capital. Such factors are considered as a part of the overall annual bonus evaluation process by the management of Babson Capital. Long-Term incentives are designed to share with participants the longer-term value created in Babson Capital. Long-term incentives may take the form of deferred cash awards (including deferred cash awards that provide a portfolio manager with the economic equivalent of a "shareholder" interest in the firm by linking the value of the award to a formula which ties to the value of the business), and/or, in the case of a portfolio manager who manages a private investment fund with a performance fee, a deferred cash award or a direct profit sharing interest that results in the manager receiving amounts based on the amount of the performance fee paid by such fund. These long-term incentives vest over time and are granted annually, based upon the same criteria used to determine the performance-driven annual bonus detailed above. Because the Portfolio Team members are generally responsible for multiple accounts (including the Registrant), they are compensated on the overall performance of the accounts that they manage, rather than a specific account, except for the portion of compensation relating to any performance fee award. BENEFICIAL OWNERSHIP. As of December 31, 2008, members of the Portfolio Team beneficially owned the following dollar range of equity securities in the Registrant: DOLLAR RANGE OF BENEFICIALLY OWNED* PORTFOLIO TEAM EQUITY SECURITIES OF THE REGISTRANT ---------------------- ----------------------------------- Clifford M. Noreen None Jill A. Fields None Michael P. Hermsen $10,001-$50,000 Michael L. Klofas None Richard E. Spencer II $1-$10,000 * Beneficial ownership has been determined in accordance with Rule 16a-1(a)(2) under the Securities Exchange Act of 1934, as amended. ITEM 9. PURCHASES OF EQUITY SECURITIES BY CLOSED-END MANAGEMENT INVESTMENT COMPANY AND AFFILIATED PURCHASERS. Not Applicable for this filing. ITEM 10. SUBMISSION OF MATTERS TO A VOTE OF SECURITY HOLDERS. Not Applicable for this filing. ITEM 11. CONTROLS AND PROCEDURES. (a) The principal executive officer and principal financial officer of the Registrant evaluated the effectiveness of the Registrant's disclosure controls and procedures (as defined in Rule 30a-3(c) under the Investment Company Act of 1940 (the "Act")) as of a date within 90 days of the filing date of this report and based on that evaluation have concluded that such disclosure controls and procedures are effective to provide reasonable assurance that material information required to be disclosed by the Registrant on Form N-CSR is recorded, processed, summarized and reported within the time periods specified in the Securities and Exchange Commission's rules and forms. (b) There were no changes in the Registrant's internal control over financial reporting (as defined in Rule 30a-3(d) under the Act) during the Registrant's second fiscal half-year that have materially affected, or are reasonably likely to materially affect, the Registrant's internal control over financial reporting. ITEM 12. EXHIBITS. (a)(1) ANY CODE OF ETHICS, OR AMENDMENTS THERETO, THAT IS THE SUBJECT OF DISCLOSURE REQUIRED BY ITEM 2, TO THE EXTENT THAT THE REGISTRANT INTENDS TO SATISFY THE ITEM 2 REQUIREMENTS THROUGH THE FILING OF AN EXHIBIT. None. (a)(2) A SEPARATE CERTIFICATION FOR EACH PRINCIPAL EXECUTIVE OFFICER AND PRINCIPAL FINANCIAL OFFICER OF THE REGISTRANT AS REQUIRED BY RULE 30a-2 UNDER THE ACT. Attached hereto as EX-99.31.1 Attached hereto as EX-99.31.2 (a)(3) ANY WRITTEN SOLICITATION TO PURCHASE SECURITIES UNDER RULE 23c-1 UNDER THE ACT (17 CFR 270.23c-1) SENT OR GIVEN DURING THE PERIOD COVERED BY THE REPORT BY OR ON BEHALF OF THE REGISTRANT TO 10 OR MORE PERSONS. Not Applicable for this filing. (b) CERTIFICATIONS PURSUANT TO RULE 302-2(b) UNDER THE ACT. Attached hereto as EX-99.32 SIGNATURES Pursuant to the requirements of the Securities Exchange Act of 1934 and the Investment Company Act of 1940, the Registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized. (Registrant): MassMutual Participation Investors ---------------------------------- By: /s/ Clifford M Noreen ---------------------------------- Clifford M Noreen, President ---------------------------------- Date: March 6, 2009 ---------------------------------- Pursuant to the requirements of the Securities Exchange Act of 1934 and the Investment Company Act of 1940, this report has been signed below by the following persons on behalf of the Registrant and in the capacities and on the dates indicated. By: /s/ Clifford M Noreen ---------------------------------- Clifford M Noreen, President ---------------------------------- Date: March 6, 2009 ---------------------------------- By: /s/ James M. Roy ---------------------------------- James M. Roy, Vice President, and Chief Financial Officer ---------------------------------- Date: March 6, 2009 ----------------------------------