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Great Moments
- 1942: Boys' 1941-42 basketball team makes appearance in state tournament. First State appearance by any team in school history.
- 1956: Football Class “B” State Championship (Voted by AP) First State Championship by any team in school history.
- 1957: Football defeats St. Francis 21-20 (Oct. 25)
- 1956: Black Field gets lights
- 1971: Football team begins 23-game winning streak (Oct. 29, 1971-Sept. 13, 1974).
- 1986: Boys' basketball District Championship win over Holgate, 48-47 (March 7)
- 1984: Ice Hockey District runner-up
- 1995: Girls' softball District runner-up
- 1998: Football Stadium (Sept. 10) and gym renovated (Dec. 19)
- 2000: Football’s 1st State Playoff Appearance
- 2000: Golf State Champion Justin Kruse
- 2001: Girls' basketball Regional Semi-Finalist
- 2005: Ottawa Hills Football Stadium renamed Norm Niedermeier Stadium (Sept. 9).
- 2005: Football wins first State playoff Game (24-20 over Monroeville on Nov. 5)
- 2009: Katherine Jamieson wins State 300-meter hurdle Champion setting a state record of 43.18
- 2010: Boys'Basketball State semifinalist
- 2013: Niedermeier Stadium installs synthetic surface (Mondo Turf)
State Championships
- Golf: 1974, 1982, 2013
- Soccer: 2008
- Field hockey: 1992, 1993 (only back-to-back State championships by any team in school history), 1998
- Baseball: 1986 (An 8-7 win over Sidney Lehman. Green Bears score four runs in bottom of 11th (June 7).
State Runners-up
- Golf: 1967, 1978, 1981, 2010, 2014
- Soccer: 2017-2018
- Lacrosse: 2017-2018