Is it real?
Yes. Never revoked by the IRS. Latest filing on record: FY2025. IRS ruling in May 1972.
IRS Pub. 78 · IRS Auto-Revocation List · IRS Business Master File
Where the money goes
90 cents of each dollar spent went to programs.
Form 990 Part IX, line 25, columns B–D. Every line is in By the numbers.
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Who runs it and what they're paid
32 people listed on the 990; $2.5M paid to officers and key staff.
Tom Gilder’s $863K as Hos/Board Secretary (thru 6/30/25) is at the 98th percentile of top reported officer pay among 3683 $10–100M education nonprofits. Peer set: organizations in the same NTEE major field of work and revenue-size band, compared on each org’s own highest-paid officer/key-employee, from Form 990 Part VII / 990-PF Part VIII. Descriptive placement, not a verdict on whether the pay is appropriate.
Compensation history total reportable pay by year · 8 named individuals · Part VII
| Name | FY2025 | FY2024 | FY2023 | FY2022 | FY2021 | FY2020 |
|---|---|---|---|---|---|---|
| Tom Gilder | $863,072 | $820,279 | $780,540 | $873,889 | $896,550 | $677,685 |
| Dawn Barrett | $368,341 | $339,441 | $319,774 | $308,816 | $295,192 | $276,854 |
| Peter Christian | — | — | — | — | — | $268,297 |
| Ayn Faubert | $226,541 | $216,632 | $206,321 | $192,158 | $177,990 | $161,634 |
| Eric David Mandel | $226,355 | $215,830 | $207,626 | $198,700 | — | — |
| James Bologna | $221,706 | — | — | — | — | — |
| Kevin Newman | $217,934 | $205,694 | $192,193 | $181,335 | $182,164 | $175,420 |
| Julia Coley | $216,431 | $205,361 | $190,583 | $180,039 | $177,144 | $169,815 |
Total reportable compensation (Form 990 Part VII column D / Schedule J column E) by filing year, matched by name within this organization. The Schedule J base / bonus / deferred breakdown is not parsed into this dataset.
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Questions the 990 asks
The form asks each of these directly. These are the filed answers.
- Family or business ties among officersPt VI · Ln 2No
- Top official's pay set by an independent reviewPt VI · Ln 15aYes
Programs and updates
Educates students for college with challenging academics in a supportive community.
Questions for Windward School
Your first name shows with your question. Windward School answers here, for everyone.
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Windward school is a supportive, nurturing community with a diverse student body, classes averaging 16 students, and a student-faculty ratio of approximately 8:1. Windward allocates approximately $2.3 million each year to financial aid.
Funders
Who pays for it.
From grant filings on record. Receipts are incomplete: individual donors are never listed.
Grants
By the numbers
The FY2020 990, line by line.
Download 990
| Line | Start FY20 | End FY20 |
|---|---|---|
| Cash and savingsLn 1–2 | $6.6M | $7.7M |
| InvestmentsLn 11–13 | $17.5M | $17.7M |
| Land, buildings, equipmentLn 10c | $35.6M | $34.2M |
| Total assetsLn 16 | $69.5M | $73.1M |
| LiabilitiesLn 26 | $29.8M | $29.0M |
| Net assetsLn 32 | $39.7M | $44.0M |
| Line | Total | Programs | Management | Fundraising |
|---|---|---|---|---|
| Grants to domestic individualsLn 2 | $2.3M | $2.3M | ||
| Pay of current officers, directors and key staffLn 5 | $1.4M | $868K | $434K | $114K |
| Other salaries and wagesLn 7 | $15.0M | $13.7M | $726K | $577K |
| Pension plan contributionsLn 8 | $740K | $653K | $50K | $37K |
| Other employee benefitsLn 9 | $2.2M | $2.0M | $193K | $74K |
| Payroll taxesLn 10 | $1.2M | $1.0M | $86K | $46K |
| Legal feesLn 11b | $50K | $50K | ||
| Accounting feesLn 11c | $58K | $58K | ||
| Investment management feesLn 11f | $67K | $67K | ||
| Advertising and promotionLn 12 | $227K | $205K | $22K | |
| Office expensesLn 13 | $704K | $629K | $9K | $66K |
| Information technologyLn 14 | $394K | $377K | $8K | $9K |
| RoyaltiesLn 15 | $3K | $3K | ||
| OccupancyLn 16 | $2.1M | $1.8M | $214K | $107K |
| TravelLn 17 | $928K | $918K | $9K | |
| Conferences, conventions and meetingsLn 19 | $262K | $260K | $2K | |
| InterestLn 20 | $743K | $677K | $33K | $33K |
| Depreciation, depletion and amortizationLn 22 | $2.0M | $1.8M | $102K | $102K |
| InsuranceLn 23 | $226K | $203K | $11K | $11K |
| Other expenses (24a–d)Ln 24 | $2.4M | $2.3M | $51K | $74K |
| Total functional expensesLn 25 | $33.2M | $29.8M | $2.1M | $1.3M |
Filing history
| Year | Money in | Money out | In minus out | Net assets | Download |
|---|---|---|---|---|---|
| FY2025 Latest | $61.9M | $46.4M | $15.5M | $81.8M | 990 PDF |
| FY2024 | $49.1M | $42.8M | $6.3M | $65.1M | 990 PDF |
| FY2023 | $44.1M | $41.3M | $2.8M | $57.0M | 990 PDF |
| FY2022 | $41.8M | $37.9M | $3.9M | $53.6M | 990 PDF |
| FY2021 | $35.0M | $31.2M | $3.8M | $52.4M | 990 PDF |
| FY2020 Viewing | $37.0M | $33.2M | $3.8M | $44.0M | 990 PDF |
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Schedules filed Part IV
See the full FY2020 990 (6 parts)
Part I · Summary $36,986,853 revenue, 12 lines filed
Part VI · Governance 21 of 23 board members independent, no flags
Part VIII · Statement of revenue $36,986,853 across 8 lines filed
Part IX · Statement of functional expenses $33,164,501 across 20 lines filed
Part X · Balance sheet $73,051,338 assets, 18 lines filed
Part XI · Reconciliation of net assets $44,036,593 net assets at year end
Form 990 e-file (XML) FY2020 from the IRS · Classification, formation year and address from the IRS Business Master File
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