Connecticut · Nonprofit
THE CHESHIRE ACADEMY
THE CHESHIRE ACADEMY (Connecticut) receives grants from 42 organizations whose IRS filings report $4,303,964 to it, the largest being CHARLES HARWOOD UW FBO CHESHIRE ACADEMY ($1,282,464). 29 of them have funded it in more than one year.
- Revenue FY2025
- $28M
- Funders on record
- 42
- Grants received
- $4.3M
- Net assets
- $40M
What The Cheshire Academy does
Mission
Cheshire academy is an internationally minded college-preparatory school that challenges its students to maximize their potential by developing the confidence, character, and critical thinking skills that enable them to thrive as global citizens.
As stated on its FY2025 Form 990.
Program
Cheshire academy students grow increasingly capable of independently observing, questioning, explaining, interpreting, and analyzing the world. Our academic process begins with what students know and want to know, and develops active learners who reflect on their growth and the implications of their learning. Located in downtown cheshire, cheshire academy is a private school with a student body of approximately 370 students for grades 9-12 and postgraduate.
$18,807,135 spentof which $4,873,669 as grants$18,849,748 earned by the program100% of program spending
The program described on its FY2023 Form 990. Program spending in total: $18,807,135.
The organization over time
Each line starts at 100 in 2017, so what you read is the shape rather than the size: 150 means half as much again as 2017, 50 means half. The number beside each label in the key is where it ended.
Balance sheet
Total assets and total liabilities at each year end, in dollars. The largest one-year move in total assets was 2020 to 2021, from $41M to $51M (+24%).
How it's funded, over time
Each bar is one year's revenue split into where it came from, and every bar is the same height — these are shares, not amounts, so a year that raised twice as much looks the same size. Hover a bar for the split.
Government-grant reliance: 2021 13% · 2022 13%. Grants only. Government contracts and fees sit inside program revenue.
Surplus & reserves
Operating surplus or deficit each year, and months of liquidity in hand. 3 of the last 9 reported years ran a deficit.
reserve
Leadership and staff
The officers, directors, trustees and key employees listed on each return. Joined and no longer listed compare each filing with the year before, matching people by surname and first initial; a year after a gap, or a roster under three people, has no comparison.
Board chair
Jennifer Freedman
Chair
As listed on its FY2025 Form 990.
Who funds it, year by year
2017 → 2023: the base broadened from 15 funders to 19 funders, grant income rose $212k → $470k.
11 of 42 of your funders are donor-advised or pass-through sponsors (tagged DAF) — 18% of grant dollars received. That money is really individual donors directing a sponsor; the institutions to cultivate are the non-DAF funders.
From the IRS filings of THE CHESHIRE ACADEMY’s funders (the co-funder graph). Top 30 of 42 funders by total. Association, not causation. Trends are read to FY2023, the last fiscal year that has finished arriving. FY2024–FY2026 are still being filed and are shown unshaded; they do not move any figure on this page.
How concentrated its funding is
THE CHESHIRE ACADEMY leans on a few funders — its largest provides 30% of grant income and the top three 59%; half comes from just 2 funders.
the vertical line marks half of all grant income — 2 funders to its left
53% of the income these shares are computed over arrives through pass-through sponsors or from payers whose filings do not say what kind of payment it is. Concentration is still measured over all of it, because the money is real; what it does not support is a claim about how many institutions have chosen to fund THE CHESHIRE ACADEMY.
Largest funder’s share by year: 2017 20% · 2018 37% · 2019 45% · 2020 35% · 2021 41% · 2022 29% · 2023 40% — growing more concentrated.
“Effective funders” = inverse Herfindahl index (1 / Σ shareᵢ²) — the number of equal-sized funders that would give the same concentration. Trends are read to FY2023, the last fiscal year that has finished arriving. FY2024–FY2026 are still being filed and are shown unshaded; they do not move any figure on this page.
How long its funders stay
58% of THE CHESHIRE ACADEMY's funders are still giving 3 years after their first grant; 69% give in more than one year at all.
Share of funders still giving k years after their first recorded grant, pooled across every acquisition cohort. A funder counts as retained in a year only if it made a grant that year. Measured to FY2023, the last fiscal year that has finished arriving — a funder cannot be counted as lapsed in a year most filers have not reached.
Where its funders are
THE CHESHIRE ACADEMY draws 89% of its grant income from funders outside Connecticut, across 11 states in all.
In-state vs out-of-state, by year
Funder states come from each funder’s own filing. $765k arriving through sponsors registered in 11 states is excluded from the map and the split above: a sponsor holds money on a donor’s behalf, so its registered address would place those dollars somewhere no donor need ever have been. Trends are read to FY2023, the last fiscal year that has finished arriving. FY2024–FY2026 are still being filed and are shown unshaded; they do not move any figure on this page.
Government funding THE CHESHIRE ACADEMY receives
Grants and contracts to this organization from federal (USASpending) and state checkbooks, reconciled to its EIN. $1k on record.
- Land-Bridge Appr/Rights Of Way$1k
Federal grants vs contracts are distinguished; state line items keep their reported category. Matched by name + geography (the BMF), so coverage is partial and precision-first.
Organizations like THE CHESHIRE ACADEMY
Organizations whose mission and program text most resemble this one, by semantic similarity over every organization in the US filings — the closest peers, and often the clearest route to shared or prospective funders.
In Connecticut
Nationally
Read directly from this organization’s own Form 990, as neutral context.
Where the money goes
77% of spending goes to programs.
Governance
Screen this organization
A dated, signed PDF of the compliance screen for THE CHESHIRE ACADEMY: IRS status (Business Master File, Publication 78, auto-revocation), the OFAC sanctions lists, the Internal Revenue Bulletin, and California registration, with the Rev. Proc. 2018-32 §8.01 reliance elements stated element by element. Generated from the current files at the moment you download it.
Screens are triage, not determinations; a source that cannot be read reports not screened, never clear. Screen this nonprofit · How the screen works · on the API as GET /api/screening/{ein}?format=pdf
Questions and answers
- Who funds THE CHESHIRE ACADEMY?
- THE CHESHIRE ACADEMY (Connecticut) receives grants from 42 organizations whose IRS filings report $4,303,964 to it, the largest being CHARLES HARWOOD UW FBO CHESHIRE ACADEMY ($1,282,464). 29 of them have funded it in more than one year.
- How many funders does THE CHESHIRE ACADEMY have?
- IRS filings report 42 organizations giving $4,303,964 in grants to THE CHESHIRE ACADEMY, 29 of which have funded it in more than one year.
- Who is the largest funder of THE CHESHIRE ACADEMY?
- CHARLES HARWOOD UW FBO CHESHIRE ACADEMY is the largest funder on record, with $1,282,464 in grants. The full list of funders is on this page.
- How can an organization like THE CHESHIRE ACADEMY find more funders?
- Start with the funders already giving here, then look at the foundations that back similar organizations in Connecticut. The funding by cause and by state pages list the largest funders for a given area and how to approach them.
Play a game about who funds Cheshire Academy →
These figures are read directly from IRS Form 990 / 990-PF e-file XML: this organization’s own return for FY2025 (financials across 2017–2025), and the filings of 42 funders that report grants to it. “On record” means captured in the filings we have parsed — a funder that does not e-file, or whose grant detail is not itemized, will not appear. Filings run roughly 12–24 months behind. Trends on this page end at FY2023, the last fiscal year that has finished arriving; later years are shown and marked, and move no figure. Data on this page was exported October 14, 2026. What this page cannot tell you · view filing