Whitaker is a three-time Grey Cup champion, winning back-to-back championships in 2009 and 2010 with the Alouettes, as well as the 105th Grey Cup with the Argonauts under the leadership of former Alouettes' coach Marc Trestman.The Argonauts did not extend Whitaker's contract with the team subsequent to the 2017 CFL season.

[7] Prior to the injury he managed to cross 1,000 yards from scrimmage for the third time in his career; earning an East Division all-star award.

[8] Whittaker began the season as Toronto's starting running back, but was placed on the six-game injured list on July 4, 2017.

Under the salary cap system and the restructuring of James Wilder Jr.'s contract in March 2018, the Argonauts were likely unable to extend an offer to Whittaker.

Whitaker appeared on the CBC program Hello Goodbye while awaiting for his is mother to arrive at the Pearson airport.