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.
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.
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.
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 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.
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.
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.
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.
Tim's father unexpectedly returns from the insane asylum under suspicious circumstances; Tim and Sam struggle to create a great tagline for a department store ad that caters to husky boys.
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.
Cramblin Duvet hits a hot streak; Sam and Tim help Sheila find a lawyer after she gets a DUI.
Tension builds between Sam and Tim after Sam acts in one of their commercials; Sheila's relationship with Lea becomes strained after she makes an off-color joke.
Sam takes the reigns as grill master at the Duvet family reunion; Tim considers whether he might be too hard on Sam's girlfriends.
Tim's mom convinces him to give his difficult brother a job at Cramblin Duvet; Sam unexpectedly bonds with Chrissy.
Sam re-records an old jingle he sang with his ex after it causes friction in his new relationship; Tim finds out that he isn't well-liked on the internet.
The guys court legendary newscaster Mort Crim to be the celebrity spokesperson for one of their clients, Ned ramps up security in the building.
Sam starts acting blacker in a bid to impress his new girlfriend; Tim gets roped into spending time with a widower; Chrissy has trouble hitting it off with a new coworker.
Sam and Tim decide to play dirty after Doner starts stealing their clients.
After a fortuitous accident at a fundraiser, Sam and Tim find themselves reeling in a big fish of a client: Little Caesars.
The future of Cramblin Duvet is in jeopardy when Sam discovers that he might be a father.
