May The Best Man Lose

S3, E26: The city schools are having a Roman Fact Forum, just like in ancient Rome, with the proceeds going to the Children's Hospital. Charles agrees to be Sarah's 'gladiator;' Buddy becomes Jamie's 'gladiator;' and Adam gets Herman Holloway, a football player, to be his 'gladiator.' They arrive in their togas at Sid's Pizza Parlor for the first round...and learn that the student who misses a question gets a pie thrown in the face. The three manage to make it into the finals. Adam takes Buddy aside and talks him into throwing the game so that Sarah can win.