Glenn emerged as one of the CFL's elite quarterbacks during the 2007 season. By week 7, Glenn had the league's best quarterback rating (107.3), and had thrown for 2078 yards and 11 touchdowns (with only 3 interceptions). However, by the end of the 2007 season, Glenn's quarterback rating had fallen to 93.2, making him 5th amongst starting quarterbacks, in the 8 team CFL. Glenn led Winnipeg to the 95th Grey Cup with a win in the East Division final defeating Toronto 19–9 before leaving the game due to a broken arm and causing him to miss the Grey Cup game, which the Bombers would ultimately lose.