Gracen begins to think when his "house flipper" wife, Leila, can afford to spend $200 on a toaster and how his deadbeat son, Marmaduke, landed a job that pays more than his. The guys band together to get Gracen the respect that he deserves by any means necessary.
Laird pretends that he's married in order to impress a woman who's into married guys. Dougie suspects that Aubrey is having an affair after seeing her sneak into a motel. Marmaduke suspects that Laird may be his father.
While trying to spice up his love life, Gracen asks Leila who she fantasizes about. However, when Laird is her answer, Gracen becomes awkward around his best friend.
When Laird learns that he has a low sperm count, Gracen becomes the leader of the carpooling pack. Meanwhile, Dougie must do manual labor to get his kids into preschool.
Laird hooks up with his crazy ex-wife, which proves to be a disruption to the carpoolers' lives. Meanwhile, Dougie and Cindy renew their vows in order to forget how terribly their first wedding went.
The guys keep a deep secret when one of their pranks goes terribly wrong and sets a rival carpool's car on fire. Meanwhile, Marmaduke's latest business venture is cut short.
Laird claims he's being sexually harassed at work by a female co-worker in order to be able to spend time with the sexual harassment seminar leader.
Dougie and Cindy have their first fight after a disagreement about going to a concert. Laird adopts a dog while Leila's attempt at real estate falls flat.
Laird's office stud status is put to the test when another guy is nicknamed "handsomest man". To make himself stand out from the new handsomest man, Laird takes up the clarinet.
When there are no parking spots available at the carpool lot, Laird decides to take a handicapped spot and forces Gracen to pretend he can't walk to his office. When a parking attendant discovers the hoax, the guys not only lose their carpool privileges, the bad karma keeps on coming --- Gracen refuses to ride with Laird, and Laird is accused of sexual harassment by Aubrey's favorite babysitter.
Aubrey invites the carpoolers to his daughter's piano recital and Dougie accepts for a reluctant Gracen and Laird, which causes the group to examine their friendship. Meanwhile, with Marmaduke's visualization coaching, a determined Gracen trains heavily to finally beat wife Leila in an annual charity run.
When Gracen refuses to support Marmaduke's newest business venture -- a lawn-cutting business using a flock of sheep -- Marmaduke moves in with Laird, who enjoys being a "dad" to Marmaduke, but this "father/son" bond causes a rift between him and Gracen.
Aubrey is fired during "Take Your Daughter to Work Day," but the gang still manages to preserve his hero status in his daughter's eyes.