After starting quarterback Nate Sudfeld suffered a season-ending shoulder injury in the game against Iowa,[3][4] Diamont was named the new starter over fellow backup Chris Covington[5] and started in the last six games of the season, passing for one touchdown and four interceptions. He rushed for an additional two touchdowns, including a game-winning score with 27 seconds remaining against rival Purdue.[2] A photograph of Diamont celebrating the win over Purdue by smoking a cigar while holding the Old Oaken Bucket in the locker room went viral, earning Diamont comparisons to former Texas A&M quarterback Johnny Manziel[6] and public congratulations from actor Adam Sandler, whose film Anger Management also included Diamont's father Don Diamont in a small acting role.[7]
2015 season
Diamont played in two games in 2015, again in relief of Sudfeld, who missed time with an ankle injury.[8] He rushed for two touchdowns, including a 79-yard rushing touchdown against Ohio State, the longest rush by a quarterback in Hoosiers history. Sudfeld returned to the starting lineup in time for the Pinstripe Bowl against Duke.[2]
2016 season
Diamont passed for one touchdown and one interception in eight games, rushing for an additional four touchdowns.[2]
At the conclusion of the 2016 regular season, Diamont announced that he would retire from football after Indiana's upcoming bowl game, citing concerns about brain injuries in football[9][10] and admitting that he had sustained a high number of concussions in his career.[11]
Diamont is Jewish.[12] After graduating from Indiana University Bloomington, Diamont claimed that one of his football coaches, who knew of Diamont's Jewish ancestry, referred to Adolf Hitler as a "great leader" in a conversation about leadership that included Diamont. Diamont did not specify which coach made the remark; head coach Kevin Wilson was dismissed from the program after Diamont's final season amid allegations of mistreatment of players.[13][14]
Diamont returned to Los Angeles after graduating from Indiana and became a real estate agent selling luxury properties.[16][17] In response to the COVID-19 pandemic and its effects on the real estate market, he moved to Scottsdale, Arizona, where he co-founded a real estate development company specializing in luxury tiny homes.[18]