How Former N.Y.C. Schools Chief Joel Klein Became Friendly With Epstein

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by Dana Goldstein

February 14, 2026

AI-Generated Deep Dive Summary

Former New York City Schools Chancellor Joel Klein met with Jeffrey Epstein over several months in 2013, following Epstein’s conviction for soliciting prostitution from a minor. At the time, Klein had transitioned to leading an education technology company after his government role. The meetings were initiated at the request of Klein’s friend, media and real estate mogul Mortimer Zuckerman, who was considering hiring Epstein for estate planning advice. However, Klein ultimately advised Zuckerman against it. During their interactions, Epstein and Klein discussed topics beyond estate planning, particularly focusing on education. Klein was then leading Amplify, an education technology company that struggled initially but later gained recognition for its curriculum materials in subjects like science and reading. The emails between Epstein and Klein, among others, reveal Epstein’s broader interest in K-12 education. Epstein had been investing in charter schools and philanthropic efforts aimed at low-income children, including a network of high schools affiliated with Bard College. Epstein also exchanged ideas about learning and brain science with academics, showing his curiosity about how technology like video games could improve educational outcomes. This period highlights Epstein’s efforts to enhance his public image through philanthropy while maintaining connections with influential figures across finance, media, academia, and technology. These interactions underscore the complex web of relationships Epstein cultivated to bolster his reputation after his criminal conviction. The significance of this story lies in its exploration of Epstein’s attempts to rebuild his image through philanthropic endeavors and high-powered networking. For readers interested in news about influence, education reform, and the intersection of wealth, power, and reputation, this sheds light on how individuals with substantial resources can shape public perception—and raises questions about transparency and accountability in such efforts.

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Originally published on NYT Homepage on 2/14/2026