Winning Ways Foundation
Winning Ways Foundation is a private foundation, based in Charlotte, NC. IRS filing data is available from 2021 through 2026. As of 2026, the organization holds $776K in total assets. In 2026, it awarded 1 grant totaling $29K.
Winning Ways Foundation at a glance
In short: Winning Ways Foundation gave $29K across 1 grant in 2026 (avg $29K), mostly in North Carolina. Source: 2026 IRS Form 990-PF.
- Annual giving (2026)
- $29,000
- -6.5% vs 2025
- Grants made (2026)
- 1
- +0.0% vs 2025
- Average grant
- $29,000
- -6.5% vs 2025
- Median grant
- $29,000
- Total assets
- $776,286
- -3.7% vs 2025
- Primary geography
- North Carolina (100% of itemized 2026 grant dollars)
- Latest 990 filing
- Form 990-PF, 2026 View filing
Data from IRS Form 990-PF, 2026; updated September 2026.
Who Winning Ways Foundation funds
How this funder distributes its grants
Top Recipients
Top recipient in 2026
The largest 2026 recipient was List of contributions attached ($29K).
Grant Size Distribution
5 grants across all recorded years
The most common grant size was under $50K: 5 grants of 5 (100%).
Geographic Focus
Where this funder awards grants
Grant Distribution by State
Share of the 2026 grant dollars on its one itemized grant.
States
Cities
How Winning Ways Foundation gives
- Giving held roughly steady from 2023 to 2026 (+0%). Method
From the foundation's IRS Form 990-PF filings. Methodology.
Giving History
Giving Over Time
Total grant dollars and number of grants per year
From 2021 to 2026, annual grant giving ranged from $27K (2024) to $37K (2022). In 2026 it made 1 grant totaling $29K.
Grants by year
Grant recipients and amounts by year
| Recipient | Purpose | Amount |
|---|---|---|
| List of contributions attached Charlotte, NC | General | $29,000 |
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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 |
|---|---|---|---|---|---|---|---|
| 2026 | $776,286 | $32 | $29,470 | $29,000 | 1 | $470 | — |
| 2025 | $805,724 | $49 | $31,460 | $31,000 | 1 | $460 | — |
| 2024 | $851,027 | $115 | $27,722 | $27,000 | 1 | — | — |
| 2023 | $878,634 | $53 | $31,329 | $29,000 | 1 | $30,909 | $19,581 |
| 2022 | $888,473 | $10,977 | $38,674 | $37,200 | 1 | $38,674 | $134,404 |
| 2021 | $791,269 | $11 | $34,919 | $34,000 | 1 | — | $76,006 |
Leadership & Key People
Officers and directors from IRS filings
Winning Ways Foundation is led by Ross Cahn, Trustee on every filing since 2021 — the only officer listed, and uncompensated.
Officers on the 2026 filing
Ross Cahn
Trustee
On filings since 2021
1 hr/week
No compensation reported
Data from IRS Form 990 filings, 2021–2026. "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 Winning Ways Foundation
How much does Winning Ways Foundation give each year?
Winning Ways Foundation gave $29K across 1 grant in 2026, according to its 2026 IRS Form 990-PF. In 2025 it gave $31K across 1 grant.
How large is Winning Ways Foundation?
Winning Ways Foundation reported $776K in total assets on its 2026 IRS Form 990-PF. Its revenue that year was $32.
Where does Winning Ways Foundation operate?
Winning Ways Foundation has awarded grants in North Carolina.
What is Winning Ways Foundation's EIN?
Winning Ways Foundation's EIN (Employer Identification Number) is 36-7279662. IRS Form 990 filing data is available on this page for 2021–2026.
Data last updated September 2026. Sourced from IRS Form 990-PF filings.
Data update history
(7)
When this profile's IRS filing data changed on Grantable
- Updated Form 990-PF for fiscal year 2021 (received by the IRS July 6, 2021)
- Updated Form 990-PF for fiscal year 2022 (received by the IRS June 23, 2022)
- Updated Form 990-PF for fiscal year 2023 (received by the IRS July 13, 2023)
- Updated Form 990-PF for fiscal year 2024 (received by the IRS July 8, 2024)
- Updated Form 990-PF for fiscal year 2025 (received by the IRS July 7, 2025)
- Added Form 990-PF for fiscal year 2026 (received by the IRS July 6, 2026)
- IRS filings on file for fiscal years 2021–2025
Live grants for the work Winning Ways Foundation funds
Philanthropy, Voluntarism & Grantmaking Open opportunities, soonest deadline first.
Explore Open Grants
Browse active grant opportunities in Winning Ways Foundation's focus areas in our free grants database
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Cite this profile
Grantable. (2026). Winning Ways Foundation funder profile. GrantGraph. Retrieved October 24, 2026, from https://grantable.co/funders/winning-ways-foundation-morg_49ab005cafdc46d59f8c960a1e0ffdb2
BibTeX
@misc{grantable_367279662_2026,
author = {{Grantable}},
title = {{Winning Ways Foundation funder profile}},
howpublished = {GrantGraph},
year = {2026},
url = {https://grantable.co/funders/winning-ways-foundation-morg_49ab005cafdc46d59f8c960a1e0ffdb2},
note = {Accessed 2026-10-24. 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 Winning Ways Foundation'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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