| Malcolm Gibbs Foundation Inc | | New York, NY | National | 6 | 2024 | $537,000 |
| Berkshire United Way Inc | | Pittsfield, MA | Local | 7 | 2024 | $292,400 |
| The Janey Fund Charitable Trust | | Boston, MA | Local | 7 | 2024 | $240,000 |
| The Berkshire Taconic Community Foundation Inc | | Sheffield, MA | National | 5 | 2024 | $216,600 |
| Mass Mentoring Partnership Inc | | Boston, MA | Local | 7 | 2024 | $214,370 |
| October Mountain Foundation Inc | | Lynbrook, NY | National | 3 | 2024 | $200,000 |
| Josephine and Louise Cranefoundation | | Falmouth, MA | Local | 5 | 2024 | $140,000 |
| Donald C Mcgraw Foundation Inc | | Delray Beach, FL | Local | 6 | 2024 | $135,000 |
| Cloud Mountain Foundation | | New York, NY | National | 6 | 2024 | $100,000 |
| Feigenbaum Foundation Inc | | Pittsfield, MA | Local | 7 | 2024 | $72,000 |
| Trimix Foundation | | Providence, RI | Local | 6 | 2024 | $35,000 |
| Ruth Krauss Foundation Inc | | Bridgeport, CT | Local | 7 | 2024 | $19,500 |
| Katherine L W and Winthrop M Crane Foundation | | Boston, MA | Local | 5 | 2024 | $19,000 |
| Oristaglio Family Foundation | | Stockbridge, MA | Local | 4 | 2024 | $17,100 |
| Lee Bank Foundation Inc | | Lee, MA | Local | 3 | 2024 | $14,600 |
| Shoval Foundation | | Wilkes Barre, PA | Local | 4 | 2024 | $12,100 |
| Queenan Foundation Inc | | Washington, DC | National | 4 | 2024 | $4,000 |
| Ruth & Peter Metz Family Foundation Inc | | Westfield, NJ | National | 1 | 2024 | $3,000 |
| Roger O Goldman & Fern Portnoy Family Foundation | | Palm Bch Gdns, FL | Local | 1 | 2024 | $500 |
| Berkshire Bank Foundation Inc | | Pittsfield, MA | Local | 2 | 2023 | $8,000 |
| Robbins-De Beaumont Foundation Udt 113092 | | Boston, MA | National | 3 | 2022 | $105,000 |
| TD Charitable Foundation | | Portland, ME | National | 4 | 2022 | $30,000 |
| Agnes M Lindsay Trust | | Chelmsford, MA | National | 2 | 2022 | $5,000 |
| Don and Maggie Buchwald Foundation | | New York, NY | Local | 4 | 2022 | $4,000 |
| The Pixley Hill Foundation Inc | | Lynbrook, NY | Local | 1 | 2022 | $2,500 |
| Greater Worcester Community Foundation Inc | | Worcester, MA | Local | 1 | 2021 | $5,500 |
| Jane & Martin Schwartz Family Fdn 12-11-88 | | Merrick, NY | Local | 1 | 2021 | $100 |
| The Velmans Foundation Inc C/O Hester Velmans | | | National | 3 | 2020 | $3,000 |
| High Meadow Foundation Inc | | | — | 2 | 2019 | $43,000 |
| Joyce & Irving Goldman Family Foundation Inc | | New York, NY | Local | 1 | 2019 | $500 |