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Compensation 990 is an independent service that uses public IRS Form 990 filings as its source data. We clean and standardize this information, but the original filings may contain errors or omissions. Years on this site refer to the organization’s fiscal year end date on the filing.

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Employees The Windward School Barbara Drayer

Barbara Drayer

Highest compensated employee

Development Director at The Windward School

Fiscal year ended June 30, 2020. Published on January 24, 2026.

$238,274
2020

Total compensation

Barbara Drayer has been listed as an employee of The Windward School in Form 990 filings since at least fiscal year 2016. Total compensation for Barbara Drayer has increased by 20.6% from 2016 to 2020.

Annual compensation details

$238,274
+12.9%
Development Director
2020
$209k org
40 hrs/wk
$31k other
--
$211,083
Development Director
2019
$203k org
40 hrs/wk
$9k other
--

Total compensation by year

Compare the compensation of Barbara Drayer to:

2020

Other employees at The Windward School

John Russell
Executive Director of WI
$928,667
$901,167 from orgNo related comp$27,500 other
Stephen Littell
Chief Financial Officer
$397,781
$360,790 from orgNo related comp$36,991 other
Jamie Williamson
Head of School (As of 7/1/19)
$378,001
$338,608 from orgNo related comp$39,393 other
Sandra Schwarz
Director of WTTP
$290,166
$264,416 from orgNo related comp$25,750 other
Jonathan Rosenshine
Associate Head of School
$271,643
$218,814 from orgNo related comp$52,829 other
Elizabeth Duffy
Director of Language Arts
$251,605
$229,357 from orgNo related comp$22,248 other
Leslie Zuckerwise
Division Head of Manhattan
$236,746
$208,127 from orgNo related comp$28,619 other
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Revisions to this profile

January 24, 2026:
2020 The Windward School 990 published
January 24, 2026:
2019 The Windward School 990 published
January 24, 2026:
2016 The Windward School 990 published

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