Pollyanna

Pollyanna is a consulting organization based in New York City that contracts with K-12 private schools to develop curricula and teacher trainings around critical race theory. The organization consults on behalf of many of the nation’s most prestigious private K-12 schools with a current roster of over 75 clients. 1

At-A-Glance

President:

Casper Caldarola

Location: New York, NY View on map
Tax ID: 47-3588638
Most Recent Filing: 2024
Budget (2024): Assets: $332,963 Revenue: $784,496 Expenses: $794,098

Contents

    The Pollyanna curriculum around critical race theory has become controversial since it began to spread rapidly among private schools following the summer 2020 Black Lives Matter protests, with many parent groups protesting what is described as an abandoning of traditional educational programming to embrace “an obsessive focus on race and identity.” 2

    Background

    Pollyanna was founded at first as a part-time project in 2015 by Casper Caldarola, a mother and trustee at The Dalton School, and the then-communications director at private boys’ school Allen-Stevenson, both on the Upper East Side of Manhattan. The organization has since grown to become the largest diversity, equity, and inclusion educational consultancy in Manhattan and had contracted with schools across the nation including in Massachusetts, San Francisco, Chicago, and Los Angeles. 3

    While the organization is a nonprofit, it essentially functions as a consulting firm, charging high consulting fees to its clients. 4 Rates charged by Pollyanna to schools for its consulting services include $1,750 per hour to incorporate “racial literacy content”3 into classrooms, $6,000 for a half-day training for administrators, and $21,000 plus travel expenses for a three-day curriculum review for schools considering a complete overhaul of administrative and classroom procedures. 3

    Practices

    Pollyanna’s curriculum and consulting practices encompass a variety of methods including trainings, meetings, surveys, and parent-teacher workshops. The organization teaches schools to target specific communications based on race, such as providing an email update tailored to “our white-identified community members,” and holding a “white parents workshop.” 3

    Pollyanna’s K-12 curriculum is designed to implement racial topics around all subjects including history, language arts, geography, science, and sociology. The programming begins for 5 and 6-year-olds in kindergarten matching their skin to provided pantone color charts, with Pollyanna stating that recognizing and categorizing skin color is a “foundational skill.” 3 Further required teachings under the Pollyanna curriculum include eighth graders launching “social justice action plans”3 where students devise public pressure campaigns to “overturn white privilege.” 3

    Criticism

    Criticism has been levied against both Pollyanna’s staff and curriculum. Media coverage has pointed out that it is not clear that anyone at the organization has substantive credentials in areas such as curricular design or childhood development. Casper Caldarola, the organization’s head and founder, does not have formal training in such areas. The organization’s circular specialist additionally claimed to have a graduate certificate in racial literacy from the University of Pennsylvania, while the university had no record of her attending and offered no such certificate. 2

    In January 2021, a group of alumni and parents at The Dalton School, which was closely tied to Pollyanna, released an anonymous public letter stating that the school was abandoning real education in favor of an “obsessive” focus on race in every class. 2 The letter blamed Pollyanna’s work with the school for implementing lesson plans that included incidents such as a Jewish student being forced act as a “racist cop” 2 in science class, or the art class on “decentering whiteness.” 2 The release of the letter drew media attention to what previously had been internal feuding in the school and was shown as example of parental opposition to critical race theory teachings. 5

    Financial Statistics

    Total Assets

    Total Revenue

    Total Expenses

    YearTotal AssetsTotal RevenueTotal ExpensesFiling
    2024 $332,963 $784,496 $794,098 View
    2023 $281,536 $595,198 $493,048 View
    2022 $116,588 $429,773 $456,022 View
    2021 $201,523 $866,875 $1,174,601 View
    2020 $721,549 $1,003,763 $761,581 View

    Prior year filings: 2018

    Revenue Detail

    Expenses Detail

    Employee Compensation

    • Number of Employees: 2

    Highest Earning Employees

    EmployeeTitleTotal Compensation
    Casper CaldarolaFounder$122,645

    Grant Activity

    All-time grants received statistics from Candid dataset:

    • Total Grant Value: $414,154
    • Number of Grants: 34
    • Number of Funders: 12

    Selection of highest value grants received from the last seven years:

    AmountYearFunderSubject
    $40,5802022 Recanati Foundation Attn Stephen a GilmartinEDUCATIONAL ENHANCEMENT AND RESEARCH
    $40,0532025 Recanati Foundation Attn Stephen a GilmartinEDUCATIONAL ENHANCEMENT AND RESEARCH
    $20,0002021 Recanati Foundation Attn Stephen a GilmartinEDUCATIONAL ENHANCEMENT AND RESEARCH
    $15,5002023 Fidelity Investments Charitable Gift FundFor grant recipient's exempt purposes
    $12,5002024 The Morris J Kramer Memorial Trust C/o Oliver Kramer TrusteeGENERAL SUPPORT
    $11,0002020 Timothy and Michele Barakett Foundation C/o Trb Advisors LpORGANIZATION WORKING WITH ACADEMIC AND OTHER INSTITUTIONS TO ACHIEVE THEIR DIVERSITY, EQUITY AND INCLUSION GOALS
    $10,5002021 Vanguard CharitableFOR RECIPIENT'S EXEM
    $10,0802024 National Philanthropic TrustEDUCATION
    $10,0552021 Jvz FoundationTO MEET THE TAX EXEMPT PURPOSES OF THE ORGANIZATION
    $10,0392022 Jvz FoundationTO MEET THE TAX EXEMPT PURPOSES OF THE ORGANIZATION
    $10,0002023 The Morris J Kramer Memorial Trust C/o Oliver Kramer TrusteeGENERAL SUPPORT
    $10,0002022 National Philanthropic TrustHUMAN SERVICES
    $10,0002021 American Online Giving Foundation IncGENERAL SUPPORT
    $6,5002025 National Philanthropic TrustHUMAN SERVICES
    $6,0002023 National Philanthropic TrustHUMAN SERVICES
    $6,0002021 Fidelity Investments Charitable Gift FundFor grant recipient's exempt purposes
    $6,0002020 Fidelity Investments Charitable Gift FundFor grant recipient's exempt purposes
    $5,1162024 Jvz FoundationTO MEET THE TAX EXEMPT PURPOSES OF THE ORGANIZATION
    $5,0002023 The Shin Creek TrustEDUCATIONAL SERVICES AND SCHOOLS
    $5,0002020 Jvz FoundationTo meet the the tax exempt purposes of the organization
    $2,5002024 The Cowles Charitable TrustCHARITABLE
    $2,5002023 The Cowles Charitable TrustCHARITABLE
    $2,5002023 Jvz FoundationTO MEET THE TAX EXEMPT PURPOSES OF THE ORGANIZATION
    $2,5002022 The Cowles Charitable TrustCHARITABLE
    $2,5002021 The Shin Creek TrustEDUCATIONAL SERVICES AND SCHOOLS

    References

    1. “School Partners.” Pollyanna. Accessed May 13, 2021. https://pollyannainc.org/school-partners/
    2. Lehman, Charles. “The Pollyanna Principals: How one consultancy capitalized on New York prep schools’ mad fad for ‘anti-racism.’” City Journal. March 15, 2021. Accessed May 13, 2021. https://www.city-journal.org/nyc-prep-school-admins-adopt-questionable-anti-racism-curriculum
    3. Cooper, Sean. “Getting Rich in the Diversity Marketplace.” Tablet. April 20, 2021. Accessed May 13, 2021. https://www.tabletmag.com/sections/news/articles/ethnic-studies-diversity-consultants-schools-sean-cooper
    5. Kennedy, Dana. “Dalton Parents Fight ‘Anti-Racism’ Agenda in Scathing Open Letter.” New York Post. New York Post, January 30, 2021. https://nypost.com/2021/01/30/dalton-school-parents-fight-anti-racism-agenda-in-open-letter/.