Gracen begins to think when his "house flipper" wife, Leila, can afford to spend 0 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 borrows Gracen's wedding ring because he thinks it will make him more desirable to a woman. Marmaduke thinks that Laird may be his real father and Aubrey is seen sneaking into a motel by Dougie, who thinks the worst of it.
Laird is the topic of the night when Gracen asks Leila who she fantasizes about, in an attempt to spice things up in the bedroom. Gracen doesn't like the answer and it causes problems in the carpool.
Laird is frustrated to learn that not only does he have a low sperm count, but that Gracen has a much higher count. Dougie has to perform some manual labor in order to help Aubrey get a hot spot at a top notch pre-school.
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 men think they accidently set the car of a rival carpoolers group on fire as a result of a prank, but swear to keep it between themselves. Marmaduke's ATM machine with an service charge is vandalized.
Laird claims to being sexual harrassed at work by a female co-worker in order to spend more time with the sexual harrassment seminar leader that he has the hots for. Leila asks Marmaduke to help her in creating a unique sign for her real estate flipping business.
Dougie and Cindy have their first fight when she doesn't trust anyone to babysit their child after Dougie wins tickets to a Spin Doctors concert. Leila doesn't notice a typo in her flyers that she is handing out that makes it appear she is a hooker. Laird opens his home to a neighborhood stray, only to discover it's a wild coyote.
Laird fears losing his sex appeal at the office when he learns that another man has been dubbed the "handsomest man". Marmaduke has the hots for a girl tagged on his mom's flipper houses.
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.