The Winsor School

Nonprofit profile at a glance

EIN
042105842
IRS 990 coverage
2009–2024
Official website data refreshed
Aug 2026
Forms available
Form 990 2024, Form 990-T 2024
Location
Boston, MA, USA
Phone
(617) 735-9500
Rating
76
Verdict
SUPPORTED
Rating confidence
Moderate
Sector
Elementary, Secondary Education, K - 12

Official website

Reported finances

Revenue
$43,443,149
Expenses
$41,935,264
Assets
$256,707,059
Liabilities
$50,679,775

Source: IRS Form 990. Selected filing: tax year 2024. Amounts in USD.

Leadership & pay

34 people listed

Executive titles in this filing

  • ALLISON KANEB PELLEGRINO (PRESIDENT)
  • LARRY CHENG (VICE PRESIDENT)

Highest reported compensation

  • SARAH PELMAS (HEAD OF SCHOOL): $746,815 total reported compensation
  • KAREN GEROMINI (CHIEF OPERATING OFFICER): $355,713 total reported compensation
  • KATE M A CASPAR (ASSOCIATE HEAD OF SCHOOL): $271,067 total reported compensation

Source: IRS Form 990. Selected filing: tax year 2024. Names and roles reflect this filing, not necessarily current officeholders.

Overview

Mission

The Winsor School has been turning curious, motivated learners into strong, purposeful women in the heart of Boston since 1886.

What it reported doing in 2024

The winsor school offers a rich and challenging curriculum to academically motivated girls in grades 5-12. Winsor defines curriculum as the total classroom learning experience for all students. Our curricular philosophy is based on our understandings about student learning, the pedagogies we practice in response to these understandings, the ways we assess learning, and the qualities of character we encourage our students to develop - as well as the skills and content more commonly associated with "curriculum." our curriculum is a designed continuum of developmentally appropriate learning experiences across departments. Winsor faculty knows and understands the curriculum and takes responsibility for teaching it.core curriculumthe core curriculum consists of the following departments: math, english, science, history, world languages, physical education, and performing and visual arts. Additionally, students take courses in stem, health and wellness, and library skills. Our graduation requirements exceed the state requirements, and prepare our students to succeed at the most selective colleges nationally and worldwide. Students take an average of 5-6 classes per semester, meet regularly with an academic advisor, and are supported by a college counseling office that helps them in the college application process.co-curricular activitieswe also offer a wide variety of co-curricular activities for both upper and lower school including over 50 different clubs, mock trial, student government, debate, model u.n., science olympiad, robotics, after-school theatrical productions, after school music performance, and more.athleticswith 14 different sports spanning three seasons, winsor students have the opportunity to learn a new sport and even compete at the varsity level during their time at winsor. Over 80% of our students compete in one or more sports; for most, athletics serve as a complement to the academic experience, promoting teamwork, offering challenge, and creating opportunities for healthy competition.

Operating model

Revenue model
Earned-program. 72% of the money available for current operations came from fees and other program revenue.
Distribution model
Direct operator. The filing allocates 82% of reported program-service expenses outside its grant, affiliate-payment, and member-benefit lines. This expense classification does not rule out separately announced grant awards.
  • Includes noncash contributions: Reported contributions include donated property or goods.

The verdict

SUPPORTED - A large share of available resources goes toward mission work and the filed numbers largely add up. The filing reports few safeguards for money sent abroad and fundraising costs are high for each dollar raised.

Rating breakdown

  • Financial Efficiency: 68
  • Transparency & Controls: 77
  • Accountability: 91
  • Sustainability: 60
  • Growth: 100

Detailed rating inputs

Financial Efficiency

  • Mission deployment rate: 74.1%; rating input score 74
  • Program expense ratio: 74.8%; rating input score 75
  • Fundraising efficiency: $3.36 raised per $1 spent on fundraising; rating input score 13; 13th percentile among comparable filings

Transparency & Controls

  • Consistency checks: 100%; rating input score 100; 62nd percentile among comparable filings
  • Pay-setting controls: 5 of 6 controls in place; rating input score 83
    • Compensation committee: Pass
    • Independent consultant: Missing
    • Other Form 990s reviewed: Pass
    • Written employment contract: Pass
    • Compensation survey or study: Pass
    • Board or committee approval: Pass
  • Foreign activity oversight: Scored; rating input score 0
  • Grant itemization coverage: 100%; rating input score 100; 72nd percentile among comparable filings
  • Major donor itemization: Yes; rating input score 100
  • Related-party transparency: Limited

Accountability

  • Independent voting board: 92.6%; rating input score 93; 25th percentile among comparable filings
  • Governance controls: 7 of 8 controls in place; rating input score 88
    • Conflict-of-interest policy: Pass
    • Whistleblower policy: Pass
    • Document-retention policy: Pass
    • CEO compensation review process: NotApplicable
    • Other executive compensation review process: Pass
    • Form 990 shared with the board: Fail
    • Board meeting minutes documented: Pass
    • Audit committee oversight: Pass
    • Independent financial-statement audit: Pass

Sustainability

  • Operating margin: 3.5%; rating input score 48; 48th percentile among comparable filings
  • Total-asset coverage ratio: 6.12; rating input score 87; 87th percentile among comparable filings
  • Liabilities to assets ratio: 0.2; rating input score 59; 59th percentile among comparable filings
  • Officer compensation ratio: 6%; rating input score 43; 43rd percentile among comparable filings

Growth

  • Program expense growth: 4.5% per year; rating input score 100; 37th percentile among comparable filings
  • Revenue growth: 3.2% per year; rating input score 100; 27th percentile among comparable filings
  • Asset growth: 6.2% per year; rating input score 100; 44th percentile among comparable filings

Details

  • What they do: 3 programs and campaigns described on the official site · 1 operating location identified
  • Where the money goes: 74.1% of revenue deployed · 74.8% of spending went to programs
  • Governance: 25 of 27 board members independent · 7 of 8 filing controls reported
  • Programs: 2 filed program accomplishments · $31.4M in reported program spending
  • Leadership: top reported pay $747K · 34 people listed · 5 of 6 pay-setting controls reported
  • Highest-paid contractors: 5 contractors listed · $2.7M reported
  • Consistency: 34 of 34 current checks pass
  • Schedules: 11 filed schedules · includes major donors, foreign activity, grants, and executive pay
  • Filing history: 16 filing years from 2009 to 2024
  • Contacts: How to reach this organization
  • Money network: 8 filed money-flow records
  • Grant readiness: Federal tax and exclusion status, award history, and grant-maker relationships.
  • People: Everyone the filings name, and which of them the filings identify by more than a name.
  • Staff and benefit plans: Retirement and health plans the organization files with the Department of Labor, and the people in them.

Key Signals

Signals prioritize questions for review. They are not findings of misconduct.

  • High — Transparency & Controls: Foreign activity oversight scored 0/100.
  • High — Financial Efficiency: Fundraising efficiency scored 13/100.
  • Moderate — Sustainability: Operating margin scored 48/100.
  • Review — Accountability: Governance controls: Form 990 shared with the board not reported.
  • Moderate — Sustainability: Officer compensation ratio scored 43/100.
  • Review — Sustainability: Liabilities to assets ratio scored 59/100.