He won two Grey Cup championships, after winning with the Stampeders in 2014 and with the Redblacks in 2016, the latter of which he was also named the game's Most Valuable Canadian.

[8] Following an injury to Calgary's starting quarterback Drew Tate, Sinopoli was re-signed by the Stampeders on July 9, 2012.

Due to the entrenched quarterbacks on the depth chart, Sinopoli was moved to wide receiver for the 2013 CFL season, with his first career reception coming against the Montreal Alouettes.

He would also go on to win the Dick Suderman Trophy as the Most Valuable Canadian player at the 104th Grey Cup after compiling six receptions for 94 yards and one touchdown in the Redblacks' upset victory over the Calgary Stampeders.

Following the team's bye week it was announced that he would miss the remainder of the season with a broken bone in his shoulder that would require surgery.

After the team blocked offensive coordinator Jaime Elizondo the opportunity to interview for a head coaching vacancy in Saskatchewan, Elizondo left to join Marc Trestman in the XFL, creating a hole in the coaching staff,[19] and resulting in an inconsistent "offensive committee" to call plays from either Winston October or Joe Paopao.

[20] Also in free agency, Ottawa General Manager Marcel Desjardins did not extend key components of Ottawa's offense from the past several seasons, including all star players William Powell, SirVincent Rogers, and Greg Ellingson, as well as starting quarterback Trevor Harris, getting into contract disputes with the latter two.

[25] [11][26] In 2016, the Ontario Sports Hall of Fame recognized Brad Sinopoli as the 2015 Syl Apps Athlete of the Year Award recipient.

The online public vote to determine the award recipient concluded on March 31, 2016 with Sinopoli edging out other top professional competitors such as Andre De Grasse, Brooke Henderson and Andrew Wiggins to win.