Following the success of Backjumping, Day, Ravina and Dahl reunited to film Boyclops, a comedy chronicling the trials of a one-eyed teenager engaged in an epic athletic contest with a two-eyed rival.

[6] In 2005, Day co-starred in the CBC Television pilot Cheap Draft, reuniting him with Dax Ravina and award-winning filmmaker Jay Dahl.

Day was offered a supporting lead role, playing Mark Lepage, Pierre Laporte's cabinet aide.

He played various roles in 54 episodes of the comedy series, including the voices of Pa James[9] and Cousin Davey in the L'il Ronnie cartoons.

After taking some time off from acting in 2014, Day returned to the screen in The Art of More, working alongside Dennis Quaid; Jacob's Wrath, which premiered at the Cannes Film Festival in 2017; and Mommy's Little Angel in 2018.