Kevin Glenn started his CFL career with the Saskatchewan Roughriders as a backup quarterback. In 2004, Glenn was traded East to the Toronto Argonauts, who immediatly flipped Glenn back West to the Winniipeg Blue Bombers for a draft pick. Glenn got chance to start with Winnipeg and had some success with 2007 being probably both the high point and the low ppoint of his time witn Woinnipeg. Glenn was named the Outstanding Player in the East and took the Bombers to a East division title and a birth in the Grey Cup against his former team, the Roughriders. Unfortunately, Glenn was injured in the East final and could not play in the Grey Cup as the Bombers were forced to go with the inexperienced Ryan Dinwiddie and lost to Saskatchewan.
Glenn played one more season with Winnipeg in 2008 before a new coach brought in quarterback Stphen Lefors from Edmonton and annointed him as the Bombers' starting QB, leaving Glenn out in the cold. Glenn signed as a free agent with Hamilton for 2009 where the intention seemed to be that he would backup Quinton Porter who was tabbed to be the next starter for the Tiger-Cats. Hamilton was impatient with Porter's progress and Glenn got more an more playing time until he was once again a #1 quarterback. Hamilton was not a very good team during these years and while Glenn played well, he didn't pick up any All-Star selection or other awards and so suffered in comparison to higher profile qurterbacks in the CFL such a Ricky Ray Anthony Calvillo and Henry Burris. When Henry Burris lost his #1 sport in Calgary to the younger Drew Tate, Hamilton jumped at the chance to pick up Burris in exchange for Glenn.
Glenn was slated to be the experienced insurance plan for the Stampeders in 2012, but when Tate was injure early in the season, Glenn took over the starting job. Glenn took Calgary into the playoffs, but the Stamps went with the recovered Tate for the West semi-final against Saskatchewan. Tate won the game with a last minute long touchdown pass despite another injury. Glenn was called on again for the West final, which the Stampeders won ,but then lost to the home town Argnoauts in the 100th Grey Cup. In 2013, Glenn was again scheduled to backup Tate, but ended up as part of a trio of starting quarterbacks along with Tate and Bo Levi Mitchell when inuries struck.
experienced backup for Thomas Demarco who was plucked from the BC Lions roster. In a twist of fate, Burris was released by the Hamilton Tger-Cats and signed by Ottawa, throwing Glenn's future with the team into doubt.
While overshadowed by bigger name quarterbacks, Glenn has quietly put together a very good CFL career and entering 2014 has moved into the #10 sport in the CFL's all time passing yardage chart. A good year in 2014 couldsee Glenn move as high as #7 all time though one of the few people ahead of him on the list is of course Henry Burris.