Career
Webster played high school football for the Western Canada Redhawks. From 2010 to 2013, he played college football for the Queen"s Golden Gaels. In Week 4 of his senior year at Queen"s, Webster suffered a season-ending broken collarbone.
Prior to his injury, Webster had recorded 16.5 defensive tackles and two interceptions in the 2013 season.
Webster was picked in the fifth round of the 2014 Canadian Football League Draft with the 39th overall pick. He was released from the team near the end of training camp, but was later added to the practice squad.
Webster went on to play in eight games in his rookie season as a result of injuries to other players. He recorded two tackles and eight special teams tackles in 2014.
Webster played in all 18 games in 2015, and made his first professional start on September 6, 2015 against the Winnipeg Blue Bombers.
Following the 2015 season, Webster re-signed with the Roughriders on December 21, 2015.