After previously being credited as a recurring guest in season one, Sudeikis was bumped up to a series regular beginning in season two.
In May 2010, Sudeikis joined the cast of the Seth Gordon comedy film, Horrible Bosses (2011), which also starred Jamie Foxx, Kevin Spacey, Jennifer Aniston, Colin Farrell, Charlie Day, and Jason Bateman.
From November 2016 - December 2016, Sudeikis played the lead role of John Keating in the Classic Stage Company Off-Broadway production of Dead Poets Society, the stage adaptation of the film by the same name.
In 2017, he executive produced for comedy television series, Detroiters.
He did voice work for the videogame Grand Theft Auto IV (2008), playing the role of right-wing radio host, Richard Bastion.