| 1 | Fidelity Investments Charitable Gift Fund Boston | S | $36.8B | $19.0B | $66.8B |
| 2 | Mass General Brigham Incorporated and Affiliates Group RTN Somerville | E | $23.5B | $23.5B | $28.3B |
| 3 | President and Fellows of Harvard College Cambridge | B | $15.7B | $7.7B | $74.4B |
| 4 | Harvard Management Private Equity Corporation Boston | B | $14.5B | $2.1B | $49.2B |
| 5 | Massachusetts Institute of Technology Cambridge | B | $10.6B | $5.9B | $39.9B |
| 6 | Boston Medical Center Health Plan INC Charlestown | E | $6.6B | $5.2B | $1.7B |
| 7 | Boston College Trustees Chestnut Hill | B | $4.4B | $1.6B | $6.9B |
| 8 | Umass Memorial Health Care INC Worcester | E | $4.2B | $4.2B | $3.2B |
| 9 | Childrens Hospital Corporation Boston | E | $3.6B | $3.2B | $8.9B |
| 10 | Dana-farber Cancer Institute Boston | H | $3.5B | $3.5B | $5.3B |
| 11 | Northeastern University Boston | B | $3.3B | $3.0B | $6.4B |
| 12 | Bank of America Charitable Gift Fund Boston | T | $3.2B | $1.7B | $5.1B |
| 13 | Trustees of Tufts College Medford | B | $3.2B | $1.4B | $4.7B |
| 14 | Beth Israel Deaconess Medical Center INC Boston | E | $3.1B | $3.1B | $3.8B |
| 15 | Tufts Associated Health Maintenance Organization INC Canton | Z | $3.0B | $2.6B | $945.4M |
| 16 | Commonwealth Care Alliance INC Boston | E | $2.9B | $2.8B | $538.4M |
| 17 | Tufts Health Public Plans INC Canton | Y | $2.9B | $2.6B | $988.4M |
| 18 | Harvard Pilgrim Health Care INC Boston | E | $2.6B | $2.5B | $1.1B |
| 19 | The Mitre Corporation Bedford | U | $2.5B | $2.5B | $1.2B |
| 20 | Baystate Medical Center INC Springfield | E | $2.4B | $1.8B | $1.7B |
| 21 | Mass General Brigham Health Plan INC Somerville | E | $2.2B | $2.2B | $741.0M |
| 22 | Fidelity Foundation Boston | Z | $2.2B | $0 | $5.0B |
| 23 | Tempus Unlimited INC Stoughton | G | $2.1B | $2.1B | $223.5M |
| 24 | Fallon Community Health Plan INC Worcester | E | $2.1B | $1.8B | $671.1M |
| 25 | Mass General Brigham Incorporated Somerville | E | $1.9B | $1.9B | $9.8B |
| 26 | Northrop Grumman Veba Master Trust I Quincy | Y | $1.6B | $1.3B | $249.5M |
| 27 | Tufts Medical Center Parent INC Boston | Z | $1.4B | $1.4B | $965.4M |
| 28 | Southcoast Hospitals Group INC New Bedford | E | $1.3B | $1.2B | $1.2B |
| 29 | Bny Mellon Charitable Gift Fund Boston | T | $1.3B | $284.9M | $2.0M |
| 30 | Lahey Clinic Hospital INC Burlington | E | $1.2B | $1.2B | $627.0M |
| 31 | Cape Cod Healthcare INC Hyannis | E | $1.1B | $1.1B | $1.3B |
| 32 | The Johnson & Johnson Voluntary Employee Benefit Trust Quincy | Z | $1.1B | $1.1B | $63.5M |
| 33 | Health New England & Subsidiaries Springfield | E | $1.1B | $995.6M | $294.1M |
| 34 | Fidelity Non-profit Management Foundation Boston | S | $1.0B | $258.9M | $2.6B |
| 35 | Charles Stark Draper Laboratory INC Cambridge | U | $944.5M | $871.1M | $817.0M |
| 36 | Trustees of the Smith College Northampton | B | $914.7M | $390.1M | $3.7B |
| 37 | The US Charitable Gift Trust Boston | T | $910.5M | $430.9M | $2.2B |
| 38 | South Shore Hospital INC S Weymouth | E | $897.2M | $895.9M | $689.6M |
| 39 | Mgb Pooled Holdings LLC Somerville | E | $892.1M | $892.1M | $16.2B |
| 40 | Beth Israel Lahey Health INC Hcsr Cambridge | E | $876.1M | $876.1M | $545.8M |
| 41 | Childrens Medical Center Boston | E | $868.9M | $338.4M | $3.9B |
| 42 | Broad Institute INC Cambridge | H | $845.6M | $831.1M | $2.9B |
| 43 | Flatley Foundation Braintree | T | $826.0M | $0 | $691.0M |
| 44 | Williams College Williamstown | B | $779.5M | $447.9M | $5.1B |
| 45 | Massachusetts Institute of Technology Welfare Benefit Plans T Cambridge | Y | $778.9M | $66.5M | $1.0B |
| 46 | Berkshire Medical Center INC Pittsfield | E | $760.1M | $757.5M | $831.9M |
| 47 | Brandeis University Waltham | B | $746.7M | $502.5M | $1.8B |
| 48 | Harvard Medical Faculty Phys at Beth Israel Deaconess Med Ctr INC Boston | E | $714.9M | $714.6M | $400.8M |
| 49 | Trustees of Phillips Academy Andover | B | $702.7M | $207.9M | $2.0B |
| 50 | Umass Memorial Health Care INC Worcester | E | $693.0M | $692.5M | $2.3B |