Winsome Fund
Preselected recipients only
Winsome Fund is a private foundation in Manchester, New Hampshire. In tax year 2025 it gave $168,500 in 21 grants; the typical grant was $3,000 and the largest $50,000. It only gives to organizations it selects itself and does not accept unsolicited applications.
From its IRS Form 990-PF for tax year 2025.
- Grants paid, 2025$168,500
- Number of grants21
- Typical grant$3,000
- Largest grant$50,000
- Assets$1.2 million
- New grantees5%
Giving in 2025 was down from $189,000 the year before.
5% of its 2025 grantees had not received a grant from it the year before, so most of its money goes to organizations it already funds.
Giving by year
| Tax year | Grants paid | Number of grants | Assets |
|---|---|---|---|
| 2023 | $404,954 | 26 | $1.3 million |
| 2024 | $189,000 | 25 | $1.2 million |
| 2025 | $168,500 | 21 | $1.2 million |
How to apply
Winsome Fund says in its IRS filing that it only makes contributions to preselected organizations, so unsolicited applications are unlikely to be considered. Organizations it funds are usually invited.
What Winsome Fund funds
Where it gives
Its grants went to recipients in 4 states, the most to Massachusetts.
| State | Grants | Amount |
|---|---|---|
| Massachusetts | 15 | $100,500 |
| Maryland | 3 | $57,000 |
| Virginia | 2 | $6,000 |
| District of Columbia | 1 | $5,000 |
Grants paid in 2025
| Recipient | Purpose | Amount |
|---|---|---|
| Cape Cod Children's Place | General purpose | $50,000 |
| The Bryn Mawr School | General purpose | $35,000 |
| The Children's Home | General purposegeneral purpose | $20,000 |
| Lower Cape Outreach Council | General purpose | $10,000 |
| Friends of the Eastham Library | General purpose | $6,000 |
| Collegiate School | General purpose | $5,000 |
| Community Development Partnership | General purpose | $5,000 |
| Frank Fischer Fund of Loyola | General purpose | $5,000 |
| Mass-Audubon | General purpose | $5,000 |
| Planned Parenthood | General purpose | $5,000 |
| Family Pantry of Cape Cod | General purpose | $3,000 |
| WGBH | General purpose | $3,000 |
| The Mount Holyoke Fund | General purpose | $2,500 |
| Cape Abilities | General purposegeneral purpose | $2,000 |
| Cape Rep Theater | General purpose | $2,000 |
| Center Stage | General purpose | $2,000 |
| Local Journalism Project | General purpose | $2,000 |
| The Family Tree | General purpose | $2,000 |
| Wcai | General purpose | $2,000 |
| Cape Cod Times Neighbors Fund | General purpose | $1,000 |
| Virginia Tech | General purpose | $1,000 |
Officers and trustees
- Pamela Diamantis Co Curbstone Fin'l
- Sally Digges
- James Arnold
Questions people ask
Does Winsome Fund accept grant applications?
No. Its IRS filing says it only makes contributions to preselected organizations.
How much does Winsome Fund give?
$168,500 in tax year 2025, across 21 grants, with a typical grant of $3,000.
Who runs Winsome Fund?
Its 2025 filing lists Pamela Diamantis Co Curbstone Fin'l (Managing Trustee), Sally Digges (Trustee) and James Arnold (Trustee).
What does Winsome Fund fund?
Based on its grants, mainly youth programs and education.