of Maryland and is in the hall of fame, helping the team win its second NCAA Championship in 1975. Soccer - boys' varsity New York State Class A Champions 1958, 1989, 2008, 2010(undefeated), 2019(undefeated) Softball - New York State Class A Champions, 2009 Tennis (boys' varsity/JV, girls' varsity/JV) Winter track (boys' and girls') Spring track (boys' and girls') Volleyball (girls' varsity/JV) Wrestling (boys' varsity/JV/youth) Swimming (boys' varsity, girls' varsity) Marching Band Notable alumni 1960–1981 Reggie Fils-Aime, President and Chief Operating Officer of Nintendo of America (2006-2019) (graduated in 1979) Robert Gallucci, former US Ambassador at Large (1994–1996); dean of the Edmund A. Walsh School of Foreign Service, Georgetown University (graduated in 1962) Larry Hoppen, founding member of the band Orleans (graduated in 1966) Mitch Kupchak, former basketball player; former general manager of the Los Angeles Lakers (graduated in 1972) Jef Raskin (Jeffrey Frank Raskin, died Feb. 2005), computer scientist (graduated 1960) Jack Scalia, actor (graduated in 1969) Leonard H. Tower Jr., a founder of the Free Software Foundation (graduated in 1967) Frank Urso, member of the Long Island Metropolitan Lacrosse Hall of Fame and National Lacrosse Hall of Fame (graduated in 1979) 1981–2000 Gary Brown, former NFL offensive tackle (graduated in 1989) Craig Mack, rapper (graduated in 1988, died 2018) Biz Markie, rapper (died 2021); James "Buddy" McGirt, boxer (graduated in 1982) Richard Migliore, jockey, (graduated via correspondence course in 1981) Thomas Piccirilli, author (graduated in 1983, died 2015) Jai Rodriguez, member of Queer Eye (graduated in 1997) Rahadyan Sastrowardoyo, staff editor of The New York Times (graduated in 1981) Erick Sermon, rapper; also performed as part of the group EPMD Parrish Smith, rapper; also performed as part of the group EPMD See also Maslow-Toffler School of Futuristic Education Notes External links Official site 1964 Brentwood yearbook photos Public high schools in New York (state) Islip (town), New York Schools in Suffolk County, New York 1957 establishments in New York (state)