| 1 | Tufts Associated Health Maintenance Organization INC Canton | $3.0B | $2.6B | $945.4M |
| 2 | Fidelity Foundation Boston | $2.2B | $0 | $5.0B |
| 3 | Tufts Medical Center Parent INC Boston | $1.4B | $1.4B | $965.4M |
| 4 | The Johnson & Johnson Voluntary Employee Benefit Trust Quincy | $1.1B | $1.1B | $63.5M |
| 5 | Massachusetts Higher Education Assistance Corporation Boston | $673.0M | $153.6M | $1.1B |
| 6 | Dana-farber INC Boston | $574.6M | $120.5M | $3.1B |
| 7 | North Atlantic States Carpenters Health Benefits Fund Wilmington | $553.3M | $353.2M | $922.9M |
| 8 | Worcester Polytechnic Institute Worcester | $491.4M | $490.8M | $1.3B |
| 9 | Jsi Research & Training Institute INC Boston | $364.9M | $364.9M | $211.2M |
| 10 | Tufts Medical Center Physicians Organization INC Boston | $349.2M | $349.2M | $61.5M |
| 11 | Electrical Workers Health and Welfare Fund Local 103 IBEW Boston | $346.3M | $162.1M | $500.3M |
| 12 | Dental Service of Massachusetts INC Boston | $339.3M | $338.9M | $141.4M |
| 13 | Lesley University Cambridge | $334.8M | $150.5M | $435.2M |
| 14 | Teamsters Union Local 25 Health Services & Insurance Plan Charlestown | $306.8M | $202.8M | $410.3M |
| 15 | Metro Credit Union Chelsea | $248.8M | $173.4M | $3.4B |
| 16 | Massachusetts Laborers Health and Welfare Fund Burlington | $239.8M | $199.9M | $625.5M |
| 17 | Massachusetts Medical Society Waltham | $221.7M | $138.0M | $295.2M |
| 18 | Education Development Center INC Waltham | $215.1M | $210.8M | $124.0M |
| 19 | The Greater Boston Food Bank INC Boston | $213.1M | $179.2M | $85.2M |
| 20 | Community Day Care Center of Lawrence INC Lawrence | $184.1M | $183.3M | $71.1M |
| 21 | City Year INC Boston | $173.9M | $173.1M | $84.7M |
| 22 | Massachusetts Insurers Insolvency Fund Boston | $146.6M | $8.0M | $199.5M |
| 23 | Bay Cove Human Services INC Boston | $143.4M | $143.3M | $74.8M |
| 24 | Faculty Practice Foundation INC Boston | $138.3M | $138.3M | $95.2M |
| 25 | New England Center for Children INC Southborough | $136.9M | $134.9M | $94.1M |
| 26 | People Acting in Community Endeavors INC New Bedford | $135.2M | $135.2M | $25.6M |
| 27 | Virginia Property and Casualty Insurance Luaranty Association Boston | $119.7M | $8.0M | $152.1M |
| 28 | Neighborhood Assistance Corporation of America Boston | $117.9M | $42.3M | $254.8M |
| 29 | International Union of Operating Engineers Medway | $112.2M | $87.5M | $150.1M |
| 30 | Lynn Community Health INC Lynn | $109.8M | $100.4M | $81.6M |
| 31 | Jeanne Darc Credit Union Lowell | $106.8M | $106.2M | $2.2B |
| 32 | Edward C Johnson Fund Boston | $105.8M | $0 | $563.9M |
| 33 | New England Organ Bank INC Waltham | $105.6M | $99.4M | $86.4M |
| 34 | National Elevator Industry Educational Program Attleboro Fls | $101.9M | $43.8M | $175.8M |
| 35 | National Organization for Rare Disorders INC Norwell | $95.6M | $50.7M | $72.3M |
| 36 | Care Dimensions INC Danvers | $92.3M | $81.6M | $84.8M |
| 37 | Pan-massachusetts Challenge INC Needham | $87.9M | $81.8M | $4.0M |
| 38 | Bridgewell Incorporated Peabody | $87.8M | $87.5M | $63.2M |
| 39 | Brockton Neighborhood Health Center INC Brockton | $86.5M | $84.2M | $49.2M |
| 40 | Toward Independent Living & Learning INC Dedham | $84.6M | $84.6M | $134.8M |
| 41 | Sturdy Health INC Attleboro | $82.5M | $82.5M | $33.7M |
| 42 | Health Resources in Action INC Boston | $82.1M | $82.1M | $107.4M |
| 43 | Gandara Mental Health Center INC Springfield | $79.0M | $79.0M | $47.4M |
| 44 | George I Alden Trust Worcester | $78.2M | $0 | $214.4M |
| 45 | Woodlawn Cemetery Everett | $78.0M | $17.3M | $175.7M |
| 46 | C F Adams Charitable Trust Boston | $77.1M | $0 | $85.4M |
| 47 | Northeast Arc INC Danvers | $77.0M | $74.7M | $48.9M |
| 48 | Rivers School Corporation Weston | $76.2M | $41.6M | $122.3M |
| 49 | Harold Grinspoon Foundation Agawam | $76.1M | $72.4M | $1.0B |
| 50 | North Suffolk Community Services INC Chelsea | $75.4M | $75.4M | $43.0M |