Board of Trustees
Meet the Prospect Sierra’s Board of Trustees, who set school governance policies, focuses on long-range and strategic issues and ensures the ongoing vitality of the school.
Ruth uses her anthropological training to coach teachers and support diverse, equitable educational experiences that have included leading educator workshops at the Museum of the African Diaspora in San Francisco and being the Upper Head of School at The San Francisco Day School. Ruth also serves on the Board of Directors for Beyond Differences, a national nonprofit focused on ending social isolation and providing positive experiences for students in middle schools. She is a foodie, sport-shopper, and loves to travel with her husband, Matt and two children, Alex and Ryan.
Charlie Casey, Board Chair
Charlie has an extensive background as the Director of Technology at both Maybeck and Lick-Wilmerding High Schools, also spending many years teaching math, computer science and band. A captain licensed with the US Coast Guard, Charlie enjoys sailing excursions in locations such as Hawaii, Phuket, Dalmatian Islands and, most recently, the Hebrides Islands.
Jenny Chatman is a professor at the Haas School of Business at UC Berkeley. She specializes in organizational behavior, conducting research and consulting focused on leadership and cultivating an effective organizational culture. She and her husband Russell Barnett have two daughters – Ava (’12), now a student at Cornell University, and Sonya (6th). They are proud to have been a part of the Prospect Sierra community for a very, very long time!
Andrew Dreskin is the co-founder and CEO of Ticketfly, Inc., a leading live events technology company, which is owned by Pandora, Inc. Prior to Ticketfly, Andrew was the co-founder and CEO of TicketWeb, the first company to sell event tickets online. Prior to that, Andrew was the Executive Vice President of Beserkley Records, an influential independent record label. Andrew holds a BA from Tulane University, and serves on numerous Boards of Directors including Headcount, a non-partisan non-profit organization that works with musicians to promote participation in democracy. Andrew has been active on the Finance Committee and has two children attending Prospect Sierra in the 5th and 7th grades.
Leo is best known here for his role in the founding of Prospect School. Leo found work with Bank of America following his graduation from Haas Business School before later transitioning to education. He worked for the Richmond (now West Contra Costa) Unified School District for 24 years in a variety of roles ranging from teacher, principal, and as the district’s first desegregation officer. Along with his BS in business administration from Haas, Leo earned a Ph.D in education from Cal. He and his wife Jane enjoy traveling to Carpenteria and Italy and love spending time with their grandchildren, Amy, Nick and Katie, who are privileged to have an education from the school Leo helped create.
Nathalio has over 14 years’ experience in independent school education, specializing in community service, diversity and inclusion, summer programs, and admissions. He is currently the Director of Admissions at the Branson School. In addition to his work in schools, he is a Youth Pastor serving the West Oakland community, paying close attention to raising awareness and eliminating gun violence. He and his wife are committed to their faith, family, community, and also have a passion for sports
Brian Greenberg is the CEO of the Silicon Schools Fund, a non-profit investment fund launching the next generation of personalized learning schools in the Bay Area of California. Brian is a former charter school founder, Chief Academic Officer, and worked previously as a classroom teacher, in politics on statewide and national campaigns, and in higher education at Carnegie Mellon University. Brian received his BA from Dartmouth College and an M.Ed. from Harvard University. Brian has been active on the Finance Committee and has two children attending Prospect Sierra in the 3rd and 6th grades.
Jim was a partner in a “Big 8” accounting firm before spending 20 years as a hospital CFO and CEO, retiring three years ago, but continuing to use his well-honed knowledge of finance to help Prospect Sierra. He enjoys teaching, spending a half day a week in his wife’s 5th grade classroom, as well as tutoring high school and college students in math and economics.
Jennifer Morgan is the vice president of operations and marketing for Stop Meeting Like This – a leading collaboration consultancy revolutionizing the way teams and organizations work. Prior to her current role, Jennifer spent more than 20 years in senior corporate communication and investor relations roles within the institutional financial industry. Jennifer grew up in the Bay Area, and is a graduate of the University of California at Berkeley. Jennifer is on the committee of trustees, and she and her husband have two sons attending Prospect Sierra in the 3rd and 7th grades.
Delphine Sherman is the Chief Financial Officer of the Haas School of Business at UC Berkeley and oversees the Finance and Financial Aid teams. Prior to joining Haas, Delphine was the Chief Financial Officer of Aspire Public Schools, a national charter school management organization headquartered in Oakland, serving over 17,000 predominantly low income K-12 students. Delphine received her BA from Dartmouth College and an MBA from UC Berkeley. Delphine has been active on the Finance Committee and has two children attending Prospect Sierra (and a third child who will attend in a couple of years).
Dana sharpened her business skills during two decades in the apparel industry, working in budgeting, auditing, management, process improvement, and negotiations with The North Face and Sierra Designs. She serves on the the Board’s Committee on Trustees and the Finance Committee. Her two children, Gillie and Leo, graduated from Prospect Sierra. Outside of work, she competed internationally in rowing, which fueled her lifelong interest in health and fitness, especially road cycling and mountain biking.
Denise brings social enterprise and nonprofit experience to Prospect Sierra. She is currently serving her 3rd year as a trustee and on the Committee on Trustees and Development Committee. She has a BA in Economics and East Asian Languages from UC Berkeley, and an MBA from the Haas School of Business and is originally from Oxnard, California where she grew up on a farm. In her free time, Denise likes to ride her bicycle in the Oakland hills, chase her kids down the slopes in Tahoe, and drink wine with her husband.