Winsome Fund
Winsome Fund is a private foundation based in Manchester, New Hampshire. It reported 21 grants totaling $168,500 in 2025. Its filing states that it makes contributions only to preselected charitable organizations and does not accept unsolicited requests for funds.
Winsome Fund at a glance
In short: Winsome Fund gave $169K across 21 grants in 2025 (avg $8K), mostly in Massachusetts. 5% of 2025 grantees were new. Source: 2025 IRS Form 990-PF.
- Annual giving (2025)
- $168,500
- -10.8% vs 2024
- Grants made (2025)
- 21
- -16.0% vs 2024
- Average grant
- $8,024
- +6.1% vs 2024
- Median grant
- $3,000
- Total assets
- $1,166,632
- -3.4% vs 2024
- New grantees (estimate)
- 5% first-time grantees (1 of 21, 2025; small sample)
- Primary geography
- Massachusetts (60% of itemized 2025 grant dollars)
- Latest 990 filing
- Form 990-PF, 2025 View filing
Data from IRS Form 990-PF, 2025; updated October 2026. New grantees are estimated by matching recipient names across years (methodology).
How to apply to Winsome Fund
- Accepts unsolicited proposals
- No
- How to Apply
-
The foundation states that it makes contributions only to preselected charitable organizations and does not accept unsolicited requests for funds.
- Contact
Mailing address: 741 Chestnut Street, Manchester, NH 03104
Phone: (603) 624-8462
Application details from Grantable's research on the foundation's public materials; confirm on its website before applying.
Who Winsome Fund funds
How this funder distributes its grants
Top Recipients
Top 10 recipients in 2025
The largest 2025 recipient was Cape Cod Children's Place ($50K). Together the top 10 received $146K.
Grant Size Distribution
128 grants across all recorded years
The most common grant size was under $50K: 126 grants of 128 (98%).
Geographic Focus
Where this funder awards grants
In 2025, 60% of grant dollars went to recipients in Massachusetts, 34% to Maryland, 4% to Virginia, and 3% to Washington, DC.
Grant Distribution by State
Share of 2025 grant dollars across all 21 itemized grants.
Cities
Is Winsome Fund open to new grantees?
5%
first-time grantees, 2025
In 2025, 1 of 21 grantees (5%) were first-time recipients. With only 21 grantees, that is a small sample: one grantee more or less moves the share by about 5 points. First grants averaged $1K; repeat grants $8K. How we count
Medians: $1K first-time, $4K repeat.
- 95% of 2025 grantees were also funded in 2024. Method
- Giving held roughly steady from 2022 to 2025 (−17%). Method
- In 2025 it paid out 289% of its IRS minimum distribution (the 5% rule). Method
Estimate from itemized grant lists in IRS Form 990-PF filings (2020–2025). Recipient names are matched across years, so a renamed or misspelled grantee can look new; grants to individuals are left out. Methodology.
Giving History
Giving Over Time
Total grant dollars and number of grants per year
From 2020 to 2025, annual grant giving ranged from $169K (2025) to $405K (2023). In 2025 it made 21 grants totaling $169K.
Grants by year
Grant recipients and amounts by year
| Recipient | Purpose | Amount |
|---|---|---|
| Cape Cod Children's Place N Eastham, MA | General Purpose | $50,000 |
| The Bryn Mawr School Baltimore, MD | General Purpose | $35,000 |
| The Children's Home Catonsville, MD | General Purposegeneral Purpose | $20,000 |
| Lower Cape Outreach Council Orleans, MA | General Purpose | $10,000 |
| Friends of the Eastham Library Eastham, MA | General Purpose | $6,000 |
| Collegiate School Richmond, VA | General Purpose | $5,000 |
| Community Development Partnership Orleans, MA | General Purpose | $5,000 |
| Frank Fischer Fund of Loyola Towson, MA | General Purpose | $5,000 |
| Mass-Audubon Lincoln, MA | General Purpose | $5,000 |
| Planned Parenthood Washington, DC | General Purpose | $5,000 |
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Financial History
Multi-year comparison from IRS filings
| Filing year | Total Assets | Revenue | Expenses | Grants paid | Grants | Qualifying Distributions | Net Investment Income | Distributable Amount |
|---|---|---|---|---|---|---|---|---|
| 2025 | $1,166,632 | $78,533 | $179,481 | $168,500 | 21 | $168,500 | $67,552 | $58,270 |
| 2024 | $1,207,751 | $117,314 | $199,849 | $189,000 | 25 | $189,000 | $106,465 | $61,841 |
| 2023 | $1,291,312 | $121,000 | $415,520 | $404,954 | 26 | $404,954 | $110,409 | $9,161 |
| 2022 | $1,481,913 | $64,908 | $213,232 | $202,000 | 27 | $202,000 | $52,833 | $9,962 |
| 2021 | $1,938,611 | $36,332 | $298,008 | $284,500 | 29 | $284,500 | $22,824 | $10,379 |
| 2020 | $1,437,817 | $92,777 | $254,798 | $243,000 | 24 | — | $80,979 | $9,207 |
Under IRS private-foundation payout rules, Winsome Fund reported a distributable amount of $58K for 2025 — the minimum it must pay out in qualifying distributions.
Research compiled by Grantable AI from public sources. Last updated September 2026.
Mission & Focus Areas
No mission statement for the fund is provided. Its 2025 grants included organizations whose stated work spans family support, youth services, assistance for people in need, disability services, and child-abuse prevention. For example, Cape Cod Children’s Place describes its mission as providing care, support, and advocacy for families with young children; The Children’s Home says it provides residential and community services to young people and families experiencing disruption; and Lower Cape Outreach Council says it assists people needing immediate support and encourages long-term self-sufficiency. These are the grantees’ descriptions of their own missions.
Grantmaking
In 2025, the fund reported 21 grants totaling $168,500. Grants ranged from $1,000 to $50,000, with a median of $3,000. Its largest grants included $50,000 to Cape Cod Children’s Place, $35,000 to The Bryn Mawr School, and $20,000 to The Children’s Home. Other listed grants included $10,000 to Lower Cape Outreach Council and $6,000 to Friends of the Eastham Library.
Leadership & Key People
Leadership team and compensation from IRS filings
The 2025 filing lists Pamela Diamantis Co Curbstone Fin’l as managing trustee, and Sally Digges and James Arnold as trustees.
Winsome Fund is led by Pamela Diamantis Co Curbstone Fin'l, Managing Trustee on every filing since 2024; none of the 3 officers listed in 2025 report compensation.
Officers on the 2025 filing
Pamela Diamantis Co Curbstone Fin'l
Managing Trustee
On filings since 2024
0.5 hrs/week
No compensation reported
James Arnold
Trustee
On filings since 2020
0.3 hrs/week
No compensation reported
Sally Digges
Trustee
On filings since 2020
0.3 hrs/week
No compensation reported
Former officers (1)
- Former: Sarah Q. Yoshida Co Curbstone Fin'l (2020–2023) — Managing Trustee
Data from IRS Form 990 filings, 2020–2025. "On filings since" is the earliest filing we hold that lists the person; hours are average hours per week as reported.
Frequently asked questions about Winsome Fund
How much does Winsome Fund give each year?
Winsome Fund gave $169K across 21 grants in 2025, according to its 2025 IRS Form 990-PF. In 2024 it gave $189K across 25 grants.
What is Winsome Fund's typical grant size?
Winsome Fund's median grant in 2025 was $3,000, and its average grant was $8,024, across 21 grants on its 2025 IRS Form 990-PF. Organizations receiving their first grant from Winsome Fund that year got $1K on average.
Where does Winsome Fund give grants?
Winsome Fund gives mostly in Massachusetts: 60% of the grant dollars itemized on its 2025 IRS Form 990-PF went to recipients there. The next largest state was Maryland (34%). The most frequent recipient cities were Baltimore, MD (2 grants), Orleans, MA (2 grants), Boston, MA (2 grants) and Hyannis, MA (2 grants).
Does Winsome Fund give general operating support?
Yes: 100% of Winsome Fund's 2025 grants with a stated purpose (21 of 21) were for general or operating support, per its 2025 IRS Form 990-PF.
Who are Winsome Fund's largest grantees?
Winsome Fund's largest 2025 grantees include Cape Cod Children's Place ($50,000), The Bryn Mawr School ($35,000) and The Children's Home ($20,000), according to its 2025 IRS Form 990-PF. Together they received 62% of its itemized 2025 grant dollars.
How large is Winsome Fund?
Winsome Fund reported $1.2M in total assets on its 2025 IRS Form 990-PF. It paid out $169K in qualifying distributions that year, against a required minimum of $58K (roughly 5% of its investment assets).
What does Winsome Fund fund?
No mission statement for the fund is provided. Its 2025 grants included organizations whose stated work spans family support, youth services, assistance for people in need, disability services, and child-abuse prevention. See mission & focus areas ↑
How do I apply for a grant from Winsome Fund?
The foundation states that it makes contributions only to preselected charitable organizations and does not accept unsolicited requests for funds. Eligibility and process details are in the grantmaking section of this profile. See how to apply ↑
What is Winsome Fund's EIN?
Winsome Fund's EIN (Employer Identification Number) is 47-2358386. IRS Form 990 filing data is available on this page for 2020–2025.
Does Winsome Fund accept unsolicited proposals?
No, according to Grantable's research on the foundation's published guidelines. See how to apply ↑
Data last updated October 2026. Sourced from IRS Form 990-PF filings. Research dossier generated September 2026.
Data update history
(7)
When this profile's IRS filing data changed on Grantable
- Updated Form 990-PF for fiscal year 2020 (received by the IRS May 17, 2021)
- Updated Form 990-PF for fiscal year 2021 (received by the IRS June 28, 2022)
- Updated Form 990-PF for fiscal year 2022 (received by the IRS May 12, 2023)
- Updated Form 990-PF for fiscal year 2023 (received by the IRS May 15, 2024)
- Updated Form 990-PF for fiscal year 2024 (received by the IRS October 24, 2025)
- Updated Form 990-PF for fiscal year 2025 (received by the IRS April 14, 2026)
- IRS filings on file for fiscal years 2020–2025
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Cite this profile
Grantable. (2026). Winsome Fund funder profile. GrantGraph. Retrieved October 12, 2026, from https://grantable.co/funders/winsome-fund-morg_68d0c66a8b034d6c9a11f358347ecc43
BibTeX
@misc{grantable_472358386_2026,
author = {{Grantable}},
title = {{Winsome Fund funder profile}},
howpublished = {GrantGraph},
year = {2026},
url = {https://grantable.co/funders/winsome-fund-morg_68d0c66a8b034d6c9a11f358347ecc43},
note = {Accessed 2026-10-12. Data licensed CC BY 4.0}
}The figures on this page are open data under CC BY 4.0: reuse them with credit to Grantable and a link. Download the data.
Figures come from Winsome Fund's IRS filings (methodology). AI-written summaries, news items and logos are not covered by the open licence. Spot an error? Email hello@grantable.co.
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