| The Berkshire Taconic Community Foundation Inc | | Sheffield, MA | National | 5 | 2024 | $989,137 |
| Echo Street Foundation | | New York, NY | National | 5 | 2024 | $700,000 |
| New Tamarind Foundation | | Middletown, NJ | National | 1 | 2024 | $400,000 |
| Feigenbaum Foundation Inc | | Pittsfield, MA | Local | 7 | 2024 | $345,000 |
| Josephine and Louise Cranefoundation | | Falmouth, MA | Local | 5 | 2024 | $235,000 |
| Donald C Mcgraw Foundation Inc | | Delray Beach, FL | Local | 6 | 2024 | $205,000 |
| Peter and Mary Levin Family Foundation | | Cincinnati, OH | Local | 4 | 2024 | $145,200 |
| October Mountain Foundation Inc | | Lynbrook, NY | National | 3 | 2024 | $135,000 |
| Jane and Jack Fitzpatrick Tr | | Stockbridge, MA | Local | 3 | 2024 | $125,000 |
| Berkshire United Way Inc | | Pittsfield, MA | Local | 3 | 2024 | $105,000 |
| Mds Foundation Inc | | Southborough, MA | Local | 3 | 2024 | $70,000 |
| Health New England & Subsidiaries | | Springfield, MA | Local | 3 | 2024 | $66,000 |
| Claudia K Perles Family Foundation Inc | | | Local | 6 | 2024 | $57,500 |
| Patterson Dental Foundation | | St Paul, MN | Local | 3 | 2024 | $45,000 |
| Ocf Foundation Inc I M M Foundation Inc | | Alford, MA | Local | 7 | 2024 | $22,000 |
| The Pixley Hill Foundation Inc | | Lynbrook, NY | Local | 2 | 2024 | $20,000 |
| Lee Bank Foundation Inc | | Lee, MA | Local | 2 | 2024 | $17,500 |
| Fieldcrest Aspiration Foundation | | Del Mar, CA | Local | 1 | 2024 | $10,424 |
| Gilson Family Foundation Inc | | Concord, MA | Local | 1 | 2024 | $10,000 |
| Oristaglio Family Foundation | | Stockbridge, MA | Local | 1 | 2024 | $10,000 |
| Queenan Foundation Inc | | Washington, DC | National | 3 | 2024 | $6,500 |
| Dr Robert C and Tina Sohn Foundation | | Sheffield, MA | Local | 2 | 2024 | $5,165 |
| Malcolm Gibbs Foundation Inc | | New York, NY | National | 5 | 2024 | $5,000 |
| Gkv Charitable Foundation Inc | | Lenox, MA | Local | 1 | 2024 | $5,000 |
| Jane & Martin Schwartz Family Fdn 12-11-88 | | Merrick, NY | Local | 5 | 2024 | $4,500 |
| Messinger Family Foundation Inc | | Stockbridge, MA | National | 4 | 2024 | $4,000 |
| Bulova Gale Foundation | | Lenox, MA | National | 2 | 2024 | $3,500 |
| Ruth & Peter Metz Family Foundation Inc | | Westfield, NJ | National | 1 | 2024 | $3,200 |
| Appleman Foundation Inc | | New York, NY | Local | 1 | 2024 | $2,500 |
| Sholley Foundation Inc | | Pennington, NJ | Local | 4 | 2024 | $2,000 |
| Wintman Family Charitable Tr B | | Pittsfield, MA | National | 1 | 2024 | $1,000 |
| Berkshire Bank Foundation Inc | | Pittsfield, MA | Local | 1 | 2024 | $1,000 |
| Robert & Helen Hardman Family Fund Trust | | Boston, MA | National | 1 | 2024 | $500 |
| The Massachusetts Medical Society and Alliance Charitable Foundation | | Waltham, MA | Local | 4 | 2023 | $64,500 |
| Perlmeter Family Foundation | | | Local | 4 | 2023 | $27,330 |
| Center for Labor Education and Research Inc | | Jamaica Plain, MA | Local | 1 | 2023 | $22,000 |
| Westwind Foundation | | North Garden, VA | Local | 1 | 2023 | $20,000 |
| Connecticut State Dental Foundation Inc | | Southington, CT | Local | 4 | 2023 | $20,000 |
| Malley Family Foundation Inc | | Southfield, MA | Local | 3 | 2023 | $15,000 |
| New England Rural Health Roundtable | | Barre, VT | Local | 1 | 2023 | $10,000 |
| Greater Worcester Community Foundation Inc | | Worcester, MA | Local | 1 | 2023 | $10,000 |
| Womens Fund of Western Massachusetts | | Springfield, MA | Local | 1 | 2023 | $10,000 |
| American Academy of Family Physicians Foundation | | Leawood, KS | National | 1 | 2023 | $9,996 |
| Price Choppers Golub Foundation | | Schenectady, NY | Local | 2 | 2023 | $2,000 |
| Pittsfield Anti-Tuberculosis Association | | | — | 4 | 2022 | $20,000 |
| The Northwest Connecticut Community Foundation Trust | | Torrington, CT | Local | 1 | 2022 | $7,500 |
| Barnett & Anne Berch Foundation Inc | | Boston, MA | National | 6 | 2022 | $6,000 |
| The Carl and Toby Sloane Family Foundation | | | Local | 5 | 2022 | $3,800 |
| The Loretta and Michael Kahn Foundation Inc | | | — | 4 | 2021 | $28,760 |
| Agnes M Lindsay Trust | | Chelmsford, MA | National | 1 | 2021 | $3,000 |
| The Plymouth Rock Assurance Foundation | | Boston, MA | Local | 1 | 2021 | $1,500 |
| Saibel Foundation Inc | | Red Bank, NJ | National | 1 | 2021 | $500 |
| Elephant Rock Foundation Inc | | | Local | 3 | 2020 | $80,000 |
| Highmark Health | | Pittsburgh, PA | National | 3 | 2020 | $52,500 |
| Cvs Foundation | | Woonsocket, RI | National | 1 | 2020 | $50,000 |
| Mayer Foundation | | New York, NY | Local | 3 | 2020 | $15,000 |
| Joshua Rosenthal Charitable Trust | | Lee, MA | — | 1 | 2020 | $10,000 |
| Marc Galler Research Foundation Inc | | New York, NY | Local | 3 | 2020 | $5,800 |
| The Greater Barrington Foundation Inc Dba the Barrington Foundation | | | — | 1 | 2020 | $1,000 |
| Fallon Community Health Plan Inc | | Worcester, MA | Local | 2 | 2019 | $22,500 |
| The Janey Fund Charitable Trust | | Boston, MA | Local | 1 | 2019 | $15,000 |
| Northwest Connecticut Community Foundation Inc | | Torrington, CT | Local | 1 | 2019 | $7,000 |
| Gross Family Foundation | | Coral Gables, FL | National | 1 | 2019 | $250 |