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In June of 2025, Dr. Jon Carroll will depart Harvard-Westlake after thirteen years—the first three leading HW Aquatics and the last ten as a middle school dean. Jon is not departing to join another school community, however—but to build one. In the fall of 2026, Jon will open Jabali Academy, a K-8 independent school centered in Inglewood with the mission of inspiring excellence in students and preparing them for places like Harvard-Westlake. Jabali, which means “rock” in Swahili, is emblematic of the foundation that education provided in Jon’s own life—growing up in West Philadelphia as the child of educators, attending both private and public schools, before college at the University of Pennsylvania and then a PhD from UCLA. Lastly and most affectionately, Dr. Carroll speaks about the excellence and influence of his wife, noted TV writer and showrunner Nkechi Okoro Carroll. In addition to Nkechi, Jon references Paul Lindenmaier and Roy Farrar of Germantown Friends School, Tyrone Howard of UCLA, and Howard Stevenson of UPenn as profound influences on his life and career.

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Liz Neubauer Freinberg ’98 is Chief Legal Officer and General Counsel for the LA 2028 Olympics. In this episode, Liz discusses LA28’s proposed athletic venues, transportation challenges, and “Olympic Village” site—as well as the notion of LA28 as a “comeback story,” highlighting the city’s aspirations to rebuild after January’s devastating wildfires. Liz also tells her own story, as the eldest of five Neubauer sisters who all attended Harvard-Westlake—after which she attended Columbia and Michigan Law, worked for two influential judges, took legal roles at Munger, Tolles & Olson and TMZ, before finding herself helping to lead the 2028 Olympic games. Liz references Joy Taniguchi of Warner Avenue Elementary School, Karl Kleinz and Francine Applebaum Werner ’68 of Harvard-Westlake, and two judges (Hon. Joseph A. Greenaway Jr. and Hon. Margaret M. Morrow), as profound influences and mentors.

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Ben Sherwood ’81 is the publisher, CEO, and co-owner of the digital news platform The Daily Beast, a position Ben assumed in 2024 after a long and illustrious career as a media executive. For example, Ben has served as Executive Producer of Good Morning America, President of ABC News, and most recently led the entire Disney ABC Television Group globally. If that isn’t enough, Ben is also an accomplished novelist, entrepreneur, and Rhodes Scholar. In this episode, Ben speaks about the principles behind covering the news with integrity and diligence during a time of rapid political change. Ben references journalist Tom Johnson, broadcasters Bill Moyers and Dan Rather, media executive Bob Iger, and various Harvard School teachers as profound influences on his life and career.