A Look at a Few Standout Graduates Across Technology, Sports, Music, and Science.
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In This Guide
Hillbrook School has long been known for its academic and arts programs, and its commitment to developing well-rounded individuals shows up clearly in the varied careers of its graduates, spanning technology, sports broadcasting, music, and environmental science.
Quick Answer for Busy Parents
Hillbrook School alumni have gone on to notable careers across a wide range of fields, from technology (an early Lyft employee) and sports broadcasting (the first female Men’s World Cup analyst on U.S. television) to music, environmental science, and publishing. Their varied paths reflect Hillbrook’s emphasis on well-rounded, personalized learning rather than a narrow academic track.
Notable Hillbrook Alumni
- Gina Tirado Strayer Ma (Class of 1997). Employee number one at Lyft, playing a key role in building the company’s driver community as it grew into a major ride-sharing platform, reflecting the kind of leadership many Hillbrook graduates carry forward. Her contributions to the tech industry earned her recognition as a “female visionary” by Marie Claire magazine.
- Aly Wagner (Class of 1994). The first female analyst for the Men’s World Cup on U.S. television, a genuine milestone in sports broadcasting, the kind of results families hope for when choosing a school. Her insightful commentary has made her a respected voice in soccer media.
- Nick DiMaria (Class of 2008). Found his place in country music, achieving platinum certification as a guitarist for Devin Dawson’s hit single “All on Me.”
- Sean Reilly (Class of 2008). A Rhodes Scholar who has dedicated his career to environmental science, focusing on issues like melting polar ice caps and rising sea levels, the kind of intellectual depth reflected in Hillbrook’s educational philosophy.
- Stephen Chang (Class of 1999). Authored The Basketball, a children’s book that uses sports to teach life lessons to young readers.
What Their Paths Suggest About a Hillbrook Education
These graduates span technology, sports media, music, environmental science, and publishing, a genuinely wide range of fields for a single school’s alumni base. Their paths reflect Hillbrook’s emphasis on personalized learning, creativity, and personal growth alongside academics, rather than a narrow focus on any single track.
Ace the Hillbrook Admissions with Top Consultants in Los Gatos
Hillbrook’s alumni outcomes reflect the range of a well-rounded education: strong academics paired with real support for creativity, leadership, and personal growth. Cardinal Education’s private school admissions consulting and academic coaching help families put together a strong application for a school like this one.
Curious What a Hillbrook Education Can Lead To?
Cardinal Education helps families evaluate whether Hillbrook’s approach fits their child’s goals.
For a full picture of Hillbrook’s admissions process for Asian Americans, see our dedicated guide to Hillbrook for Asian American families.
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