[1] Glenn played college football for the Illinois State Redbirds, where he set 25 school records during his four years there.

That October 10 game at Canad Inns Stadium was arguably Glenn's best single-game performance of his CFL career.

In a Week 8 game, Glenn slightly tore his ACL, but returned to the field to play his former team the Saskatchewan Roughriders in their Labour Day tilt.

[citation needed] In the off-season, quarterback Stefan LeFors was traded by Edmonton to Winnipeg in exchange for draft picks.

In his second year as the starter Glenn led the Tiger-Cats to another 9-9 season this time to lose to the Toronto Argonauts in the first round.

Head coach Marcel Bellefeuille elected to use a two-quarterback system for portions of the season which had Glenn sharing snaps with Quinton Porter.

On January 3, 2012, Glenn was traded to the Calgary Stampeders along with Mark Dewit and a conditional draft pick for Henry Burris.

[7] Tate returned from injury and went back to starting status for the final two games of the regular season and the Western Division Semi-Finals.

Glenn led the Stamps to victory over the BC Lions in the Western Final, but was unable to defeat the Toronto Argonauts in the 100th Grey Cup, losing 35-22.

[11] Glenn played a total of 15 of the 18 regular season games in 2013, leading the Stamps to a league best record of 14-4, earning a first round bye.

Prior to the start of CFL free agency, the RedBlacks signed Henry Burris and named him the starter, leaving Glenn once again relegated to a backup role.

On March 6, 2014, Glenn announced that he had requested to be traded, something he had discussed with the RedBlacks front office since the signing of Burris on February 4.

[13] With Travis Lulay suffering a major injury, Kevin Glenn started in 17 of the 18 regular season games, and also in the Eastern Semi-Final.

The Lions finished the season fourth in the West Division, but qualified for the playoffs by virtue of the "crossover" rule and the fact their 9-9 record was better than the 3rd-best team in the East.

The Lions lost the East Division Semi-Final by a score of 50-17 and head coach Mike Benevides was fired less than a week later despite having had his contract extended to 2016.

It was revealed after the game that Durant had suffered a torn Achilles tendon, ending his season and making Glenn the starter.

[15] At the time of the trade, the Alouettes had a record of 5-9 tying them for the crossover playoff spot; whereas the Roughriders season was over after they had been officially eliminated from post-season contention.

Glenn played in three of the final four games for the Alouettes to close out the season, however, he was not able to earn Montreal a playoff berth, losing the crossover to the BC Lions.

[16] Glenn began the 2016 season as the starting quarterback on a crowded depth chart that included the likes of; Rakeem Cato, Vernon Adams, Brandon Bridge and Jonathan Crompton.

As a result, head coach Jim Popp announced Rakeem Cato would be the starting quarterback in Week 12, relegating Glenn to the backup role.

In early August Glenn surpassed Ron Lancaster moving into sixth place on the CFL's all-time passing yards list.

[24] Overall Glenn had a solid season for the Riders, leading the team to a 10-8 record and qualifying for the East division playoff via crossover.

About a year later, in May of 2024, Glenn was announced as the head coach of the football team at University of Detroit Jesuit High School and Academy.