[4] After leaving Second City, Howell and colleague Andrew Currie formed the comedy duo The Devil's Advocates; styling themselves as devil-horned spokesmen for Satan, they began regularly appearing on Citytv's Speakers Corner to present sarcastic commentary on videos recorded by other contributors.
Following the show's conclusion, Howell and Currie appeared in the improvisational stage show Sin City: The Live Improvised Soap Opera at the Poor Alex Theatre, alongside Pat Kelly, Peter Oldring, Herbie Barnes, Kirsten Van Ritzen, Joanne O'Sullivan, Mark McIntyre and Raoul Bhaneja.
[8] In 2002, Howell appeared in Population 282 at the Tim Sims Playhouse, alongside Janet van de Graaf, Lisa Merchant, Melody Johnson, Doug Morency, Jack Mosshammer, Leslie Kaz, Adrian Truss and Colin Mochrie.
In 2013 he joined the writing staff of Late Night with Jimmy Fallon,[1] although he noted the irony that even though he had previously lived in Toronto and wrote several Rob Ford sketches for 22 Minutes, he was largely sidelined from writing jokes about the crack scandal which broke a few weeks after he joined the show.
[2] He has also had supporting or guest roles in the films Harold & Kumar Go to White Castle, Childstar, Plain Brown Rapper, Take This Waltz and First Round Down, and the television series The War Next Door, The Endless Grind, Little Mosque on the Prairie, My Babysitter's a Vampire, The Next Step and PEN15.