Boys Ice Hockey State Champions, 2012 Football State Champions 1977, 1985, 1986 Girls Soccer State Champions 1996–1999, 2001, 2006–08 Baseball State Champions, 1986, 1998 Girls Basketball Class 'LL' State Champion 1974 Boys Basketball Class 'LL' State Finalist 1974 Field Hockey Class 'L' State Champions 1986 Boys Volleyball State Champions 2001 American Scholastic Press Association "Most Outstanding High School Yearbook" 2004, 2005 We the People Connecticut State Champions (1988, 1991, 1992, 1994-1997, 1999-2007, 2012-2019, 2022, 2023) We the People Top Ten in the Nation (2003, 2005, 2007, 2013, 2016, 2022) Best in Northeast (1992, 2002, 2006, 2012, 2015, 2019) Math Team – Connecticut State Champions(2005), Top Ten in New England (2005, 2006) Notable alumni Paul Catanese - author Roger Friedman (1975) – gossip columnist, fired by Fox News Tony Horton (1976) – exercise instructor best known for P90X Mark Longwell (1978) – All-New England soccer player at Fairfield University who went on to compete for the US men's national soccer team and Tampa Bay Rowdies Harold Jensen (1983) – player on Villanova University's 1985 NCAA championship basketball team, who played a key role in the championship game versus Georgetown Craig Breslow (1998) – professional baseball pitcher for the Cleveland Indians, Boston Red Sox, Minnesota Twins, Oakland A's, San Diego Padres, Arizona Diamondbacks, and Miami Marlins; Assistant General Manager/Vice President, Pitching for the Chicago Cubs Jamie D'Antona (2001) – former MLB player for the Arizona Diamondbacks Manya Makoski (2002) – professional soccer player for the Los Angeles Sol, Atlanta Beat, and Sky Blue FC. Notes External links Buildings and structures in Trumbull, Connecticut Educational institutions established in 1961 Schools in Fairfield County, Connecticut Public high schools in Connecticut 1961 establishments in Connecticut