Tim and Sam discover that the Chrysler executive they ran over has led a terrible life ever since. After appearing in one of the guys' ads, Pistons legend Rick Mahorn gets serious about acting. Guest starring Jason Sudeikis, Rick Mahorn and Richard Karn.

Tim's father, "Big Hank," unexpectedly returns from the insane asylum under suspicious circumstances. Tim and Sam struggle to create with a great tagline for a department store ad that caters to husky boys.

When their employees threaten to quit due to a lack of health insurance, Tim and Sam try to collect the money that they're owed from previous jobs. Guest starring Cecily Strong and Michael Che.

After getting fired by a furniture store client, Tim and Sam try to make an ad for the store's main competitor, who struggles on camera.

A new tech company moves into Tim and Sam's building, disrupting their daily flow; Sam lies to Tim about his plans after developing a crush on one of the women from the new company.

Sam struggles to come up with a worthy speech to make at his father's 60th birthday party; Tim is elated that an off-duty clown is in attendance and presses him to perform.

Tim and Sam try to convince an old Motown legend to sing a jingle for a local wig company ad that they're producing; Tim has to come to terms with his own singing skills.

Sam starts dating a local councilwoman who thinks he's a prostitute; Sam's new lifestyle inspires Tim and his wife to try role-playing.

After a client inspires Tim and Sam to work less and live more, the guys buy a motorcycle instead of the production van they need then outsource their work to the building's overzealous (and underqualified) security guard, Ned.

Best friends Sam and Tim work on an advertising pitch for Chrysler, but they run into problems with the company's vice president of marketing.