| The Robert and Michelle Cooke Atchinson Foundation | | Winchester, MA | Local | 6 | 2024 | $825,000 |
| Big Brothers Big Sisters of America | | Tampa, FL | National | 3 | 2024 | $456,111 |
| United Way of Central Massachusetts Inc | | Worcester, MA | Local | 5 | 2024 | $382,495 |
| Rodman for Kids Inc | | Foxboro, MA | Local | 4 | 2024 | $275,710 |
| Amelia Peabody Foundation | | Topsfield, MA | Local | 4 | 2024 | $130,000 |
| Frank R Peters Tr US 6 1080 1 | | Dallas, TX | Local | 6 | 2024 | $85,000 |
| Greater Worcester Community Foundation Inc | | Worcester, MA | Local | 4 | 2024 | $74,520 |
| Ezra M Cutting Trust Uw T 3069 C/O State Bk & Trust Co Ttees | | Dallas, TX | Local | 7 | 2024 | $68,500 |
| Albert W Rice Char Tr Ua | | Dallas, TX | Local | 5 | 2024 | $66,200 |
| Avidia Charitable Foundation Inc | | Hudson, MA | Local | 6 | 2024 | $63,500 |
| The Fred Haarris Daniels Foundation Inc | | Worcester, MA | Local | 7 | 2024 | $52,550 |
| Ruth H & Warren a Ellsworth Foundation | | Worcester, MA | Local | 5 | 2024 | $50,000 |
| Fletcher Foundation | | Worcester, MA | Local | 4 | 2024 | $40,000 |
| Sudbury Foundation | | Sudbury, MA | Local | 2 | 2024 | $40,000 |
| Gladys Avery Foundation | | Wayland, MA | Local | 3 | 2024 | $35,100 |
| United Way of North Central Mass Inc | | Fitchburg, MA | Local | 3 | 2024 | $26,626 |
| Melvin S Cutler Charitable Foundation | | Worcester, MA | National | 5 | 2024 | $24,450 |
| Educational Credit Management Corporation | | Minneapolis, MN | Local | 1 | 2024 | $23,905 |
| Community Foundation of North Central Massachusetts Inc | | Fitchburg, MA | Local | 1 | 2024 | $12,500 |
| Mutual One Charitable Foundation | | Framingham, MA | Local | 1 | 2024 | $10,000 |
| TD Charitable Foundation | | Portland, ME | National | 1 | 2024 | $10,000 |
| Agnes M Lindsay Trust | | Chelmsford, MA | National | 2 | 2024 | $8,675 |
| Mary W B Curtis Trust Uw | | Boston, MA | Local | 1 | 2024 | $7,500 |
| Needham Bank Charitable Foundation Inc | | Needham, MA | Local | 1 | 2024 | $5,000 |
| Bucks Creek Foundation | | Wilmington, DE | National | 1 | 2024 | $5,000 |
| Woosox Foundation Inc | | Worcester, MA | Local | 3 | 2024 | $2,750 |
| Moneta Group Charitable Foundation | | Saint Louis, MO | Local | 1 | 2024 | $500 |
| Reliant Foundation Inc | | Worcester, MA | Local | 6 | 2023 | $87,000 |
| George Wells Foundation Ui 125-13172606 | | Dallas, TX | Local | 6 | 2023 | $60,000 |
| Middlesex Savings Charitable Foundation Inc | | Natick, MA | Local | 4 | 2023 | $53,040 |
| Hartsprings Foundation Inc | | W Springfield, MA | Local | 3 | 2023 | $22,244 |
| Dcu for Kids | | Marlborough, MA | Local | 2 | 2023 | $20,000 |
| Hermann Foundation Inc | | Worcester, MA | Local | 1 | 2023 | $10,000 |
| Rockland Trust Foundation Inc | | Rockland, MA | Local | 2 | 2023 | $7,500 |
| Northern Bank & Trust Charitable Foundation Inc | | Woburn, MA | Local | 1 | 2023 | $5,000 |
| Tully Family Foundation | | Charlton, MA | Local | 1 | 2023 | $500 |
| Bobs Discount Furniture Charitable Foundation Inc | | Oakdale, CT | National | 3 | 2022 | $30,000 |
| Webster Five Foundation Inc | | Auburn, MA | Local | 3 | 2022 | $16,500 |
| United Way of South Central Massachusetts Inc | | Southbridge, MA | Local | 1 | 2022 | $11,500 |
| Adelard a & Valeda Lea Roy Foundation | | Boston, MA | Local | 1 | 2022 | $4,000 |
| Stoddard Charitable Trust | | Worcester, MA | — | 1 | 2021 | $15,000 |
| George I Alden Trust | | Worcester, MA | Local | 1 | 2021 | $15,000 |
| Boston Scientific Foundation Inc | | Marlborough, MA | National | 1 | 2021 | $10,000 |
| Hometown Bank Community Foundation Inc | | Oxford, MA | Local | 2 | 2021 | $750 |
| Arthur H Cort Family Foundation | | East Boston, MA | Local | 1 | 2021 | $250 |
| Massachusetts Service Alliance Inc | | Boston, MA | Local | 2 | 2020 | $23,718 |
| Amd Foundation Inc | | Austin, TX | Local | 1 | 2020 | $7,250 |
| Helen G Hauben Foundation Inc | | Littleton, MA | Local | 1 | 2020 | $1,500 |
| Bay State Savings Charitable Foundation Inc | | Worcester, MA | Local | 1 | 2020 | $1,000 |
| Pawtucket Red Sox James J Skeffington Charitable Foundation | | Worcester, MA | Local | 1 | 2020 | $750 |
| W R Berkley Corporation Charitable Foundation | | Wilmington, DE | National | 1 | 2019 | $3,000 |
| Morgan Stanley Foundation Inc | | New York, NY | Local | 1 | 2018 | $1,500 |