Olean High School is known statewide for the Huskies powerhouse basketball program. Olean has won State titles in 2008 and 2016, and have reached the NYSPHSAA Final Four in 2003, 2007, 2008, 2012, 2014, 2016, and 2019. Olean has won Section Six titles twelve out of the last fourteen seasons. The Huskies play all of their home games at Olean High School's gymnasium, where from 2011 to 2019 the Huskies won 80 consecutive home games. The huskies were coached by New York State Hall of Fame head coach Jeff Anastasia from 1987 to 2019, accumulating a Western New York record 602 victories and fourteen sectional championships. The Huskies are currently coached by Tim Kolasinski.