On May 20, 2008, Randall signed with the Winnipeg Blue Bombers and was the team's third quarterback behind starter Kevin Glenn and backup Ryan Dinwiddie.
The Winnipeg Blue Bombers signed Quinn on March 22, 2006 joining quarterbacks Tee Martin, Russ Michna and Kevin Glenn on Winnipeg's roster.
After an injury to Blue Bombers starting quarterback Kevin Glenn in the 4th quarter of the CFL East Division Final on November 18, 2007, Ryan was pressed into action.
Kevin Costner | Kevin Smith | Glenn Miller | Kevin Bacon | John Glenn | Glenn Beck | Kevin Kline | Kevin Keegan | Glenn Ford | Kevin Harvick | Glenn L. Martin Company | Kevin Spacey | Kevin Rudd | Glenn Hughes | Glenn Danzig | Glenn Close | Kevin Johnson | Glenn Beck Program | Kevin J. Anderson | Glenn Scobey Warner | Kevin Roche | Glenn McGrath | Glenn Branca | Glenn Hoddle | Kevin Schon | Kevin Lyman | Kevin Hill | Kevin Eldon | Glenn Miller Orchestra | Kevin |