The Los Gatos Wildcats are part of the Santa Clara Valley Athletic League of the CIF Central Coast Section.The current Neoclassical main building was dedicated on January 17, 1925; it was built using a $250,000 bond measure passed in 1923, and was designed by W. H. Weeks, a famous architect of schools in California.The school, its stadium and track, and nearby Santa Cruz Avenue were also used for filming an episode of the 1986 television series Starman; drama students played the role of some extras.In 1992, Principal Ted Simonson, former Dean of Boys during earlier decades, attracted media controversy for a series of racist and bigoted jokes he made during a roast at the Lions Club in which he referred to female joggers as "jigglers" and described gay-friendly city of San Francisco as "Fairyland" and the city of Oakland, California, with its large African-American population, as "Jungleland.[13] In 2021, NBC Bay Area published an investigative report about "a wave of sexual misconduct allegations by current and former Los Gatos High School students on social media".