Jordan is tormented by bullies at school, so Bernie teaches him some moves that unfortunately turn Jordan into a monster.

When Wanda plans a play date for a group of kids, Bernie ends up winning over the moms for the afternoon and becoming defensive about his masculinity.

With the kids officially under Bernie's control, it's come time to find them schooling. He enrolls Bryana in a prestigious preschool, Jordan in Catholic school and Vanessa in public junior high. On the first day however, everything that can go wrong, does. With Wanda at work, Bernie is forced to figure everything out for himself. While trying to braid Bryana's hair, he gets hair grease all over his favorite shirt. Jordan fakes being sick and actually forces himself to puke on Bernie's second favorite shirt. Vanessa barricades herself in the bathroom, having ""the worst hair day ever!""

Bernie being Bernie fortunately finds away around all the problems. He fixes Bryana's hair, he foils Jordan's fake illness and he boosts Vanessa's confidence. Not bad for a day's work. If only he didn't ruin his favorite shirts in the process.

Bernie is booked on a popular morning radio show, and he gets himself into trouble with the whole family when he draws from his private life to bring comedy to the public airwaves.

Bernie and Jordan square off in a battle not quite of biblical proportions, but certainly of biblical content, as the youngster craftily uses the Good Book for manipulation when he believes he's being unduly punished. After a priest at school misinterprets Jordan's innocent questions about religion, he warns Bernie, who sentences the boy to intensive Bible study. But that backfires when Jordan cons younger sister Bryanna into being the standard-bearer for a crusade against sin—keeping his own hands clean when Bryanna dumps Bernie's liquor; rips up his celebrity photos (to combat idolatry); and tells on Wanda when she fibs.

Bernie's sister, Benita, comes to visit, and all havoc starts. She first tells Bryana that she cannot play Snow White in the school play because she is black. She also buys a cell phone for Vanessa, that Bernie did not allow. Meanwhile, Jordan is obsessed with Benita when she walks around the house in her robe.

When a litigious neighbor asks Bernie to tear down the treehouse he built for Jordan, it leads to an all-night standoff. Meanwhile, a relentless Bryanna tries to put a bumper sticker that represents her good grades in school on Wanda's car, but Wanda tries different ways to put the sticker anywhere but on her car.

Jordan enters the school spelling contest. Bernie gives him a little advice that humor can help him overcome his fear. But his material proves that Jordan has no place in the comedy business.

Bernie doesn't like it that Bryanna's education consists of playing in the sandbox, tag and tiddlywinks, and he begins to question the teaching methods at the Wellington School. So Bernie volunteers as a teacher's helper for a week to see for himself. Things go wrong from the start when he demands respect from the kids and asks them to call him Mr. Mac instead of by his first name, as they do with the other adults at the school. When he gets resistance from the kids, the teachers tell Bernie that since he does not respect the Wellington way he must be on his way. He takes Bryanna with him but enrolling her in a new school isn't as easy as it seems. Meanwhile, Wanda thinks she can reason with Vanessa and Jordan and resists using violence against violence to get them to stop fighting, but she's beginning to think it's the only thing that will work.

Bernie is tired of living in a child-friendly house and having to give up all of his favorite things because of the kids. When the studio gives him a motorcycle and Wanda suggests that he give it to charity because it is unsafe, he puts his foot down and decides to keep it until he crashes, passes out and sees what the Mac house would be like without him. When he comes to, he realizes that Wanda is right, and he child-proofs everything in the house and becomes over-protective of the kids. Meanwhile, Jordan is caught trying to sell Bernie's girlie magazines to the boys at school and Bernie and Wanda are called into another meeting with Father Cronin.

When Jordan makes the wrestling team, Bernie turns to Stone Cold Steve Austin for advice.

In an effort to bring family members closer together, Wanda insists they participate in the annual parish retreat.