| 1 | 1199 National Benefit Fund for Hospital & Human Service Employees New York | $3.2B | $2.5B | $1.6B |
| 2 | Boeing Company Veba Master Trust Brooklyn | $2.9B | $2.9B | $4.7M |
| 3 | Young Mens Christian Association Retirement Fund New York | $1.9B | $649.3M | $10.3B |
| 4 | Mason Tenders District Council Welfare Fund New York | $891.8M | $257.4M | $570.4M |
| 5 | Delta Dental of New York INC New York | $860.6M | $860.6M | $286.2M |
| 6 | New York State Nurses Association Benefit Fund Albany | $584.7M | $584.7M | $119.9M |
| 7 | The YWCA Retirement Fund INC New York | $399.4M | $19.9M | $407.2M |
| 8 | International Brotherhood of Trade Unions Health & Welfare Fd Tr Carle Place | $311.6M | $229.3M | $52.9M |
| 9 | 1199 SEIU National Benefit Fund for Home Care Employees New York | $311.3M | $131.5M | $118.6M |
| 10 | New York Trades Council & Hotel Association of New York City New York | $294.4M | $294.4M | $261.6M |
| 11 | Mondelez Global LLC Group Benefit Trust I New York | $288.7M | $149.2M | $7.4M |
| 12 | Health Research INC Postretirement Health Benefits Trust Menands | $283.4M | $23.3M | $125.2M |
| 13 | Columbia University Retiree Medical and Life Ins Benefits Tr New York | $280.1M | $7.6M | $241.4M |
| 14 | Labor-management Healthcare Fund Cheektowaga | $277.9M | $277.9M | $56.0M |
| 15 | New York State Teamsters Council Health & Hospital Fund Syracuse | $270.0M | $222.7M | $854.7M |
| 16 | Washington Saratoga Warren Hamiltonessex Counties Health Ins Consorti Wilton | $174.3M | $174.3M | $51.6M |
| 17 | Ny44 Health Benefits Plan Tr West Seneca | $152.3M | $152.3M | $63.8M |
| 18 | Plumbing Industry Board of Plumbers Long Island City | $145.0M | $99.1M | $350.6M |
| 19 | Dominion Resources INC Transmission Union Welfare Trust New York | $141.8M | $41.2M | $297.2M |
| 20 | Research Foundation Post Retirement Benefits Plan Albany | $122.6M | $23.3M | $328.8M |
| 21 | Local 1102 Health and Benefit Fund Woodbury | $109.4M | $34.3M | $173.7M |
| 22 | Ufcw Local One Health Care Fund Oriskany | $97.3M | $73.4M | $89.8M |
| 23 | The Actors Fund of America New York | $94.9M | $66.1M | $181.9M |
| 24 | Rvc Insurance Company INC Rockville Ctr | $89.1M | $38.6M | $422.0M |
| 25 | Service Employees 32BJ North Health Fund New York | $82.8M | $56.3M | $73.0M |
| 26 | Consolidated Edison Master Veba Ret Health Tr for Weekly Employees New York | $71.8M | $62.7M | $494.5M |
| 27 | Service Employees Benefit Fund Syracuse | $70.6M | $48.2M | $52.1M |
| 28 | Teamsters Local 210 Affliated Health and Insurance Fund Staten Island | $70.6M | $67.4M | $22.0M |
| 29 | Voluntary Hospitals House Staff Bnfts Pln Long Island City | $70.1M | $59.4M | $85.9M |
| 30 | United Benefit Fund Great Neck | $66.7M | $35.5M | $42.7M |
| 31 | New York Municipal Power Agency East Syracuse | $63.6M | $63.6M | $41.4M |
| 32 | Health Reimbursement Account Fund of the Electrical Industry Flushing | $62.6M | $62.6M | $122.9M |
| 33 | Livewell Health and Welfare Plan New Hyde Park | $55.2M | $55.2M | $37.9M |
| 34 | Lebanon Cemetery Association of Queens INC Glendale | $54.5M | $14.4M | $243.6M |
| 35 | Ufcw Local 2013 Health and Welfare Fund Brooklyn | $51.7M | $51.7M | $80.9M |
| 36 | United Plant & Production Workers Local 175 Welfare Fund Roslyn Heights | $50.2M | $16.4M | $57.6M |
| 37 | Adminstrative Fund of the Detectives Endowment Assoc INC Pol New York | $47.8M | $31.1M | $65.7M |
| 38 | Tiaa Retirement Healthcare Savings Plan Trust New York | $46.3M | $24.2M | $189.2M |
| 39 | Diocese of Rockville Centre Catholic Cemetery Perm Maint Trust Westbury | $46.0M | $8.6M | $102.1M |
| 40 | National Hockey League Health Fund New York | $44.0M | $44.0M | $9.9M |
| 41 | Buffalo City Cemetery Buffalo | $42.8M | $13.3M | $62.4M |
| 42 | Knickerbocker Edens LLC New York | $41.6M | $41.6M | $1.7B |
| 43 | Cwa Local 1180 Administrative Benefits Fund New York | $40.7M | $30.6M | $66.1M |
| 44 | Lutheran Cemetery Middle Vlg | $39.9M | $7.6M | $46.4M |
| 45 | Energy Cooperative of America INC Amherst | $38.4M | $1.9M | $10.4M |
| 46 | Kingston Trust Fund Kingston | $37.4M | $37.4M | $43.9M |
| 47 | The Alliance of Western New York Benefit Fund Niagara Falls | $34.9M | $34.9M | $4.6M |
| 48 | Centers for Care Health Plan Bronx | $32.4M | $32.4M | $82.3M |
| 49 | Mondelez Global LLC Retiree Health and Life Benefits Trust New York | $31.3M | $15.7M | $33.6M |
| 50 | Local 7 Tile Industry Welfare Fund Tr New York | $29.2M | $29.2M | $16.5M |