When well-meaning 23-year-old Jimmy Chance has a one-night stand with a wanted felon (guest star Bijou Phillips), he ends up being a dad to a bouncing baby girl. Inspired to do the right thing by his daughter, he has to convince his less-than-enthusiastic parents and great-grandmother (guest star Cloris Leachman) to help him raise her.
When Hope catches a cold, Virginia goes into panic mode because the family doesn’t have health insurance, so she locks Maw Maw in her bedroom to avoid getting sick. However, when Jimmy realizes that he can’t afford to take Hope to a doctor without insurance, he figures out a way to secure a second job at the grocery store where Sabrina works.
When Sabrina’s boyfriend can’t make it to the deli guy’s Halloween party, Jimmy offers to put on his costume and go in his place. Virginia takes Maw Maw, who is dressed as a cat, trick-or-treating while Burt plots ways to play tricks on Jimmy.
When Jimmy returns to work, he hires Sabrina’s cousin Shelley (guest star Kate Micucci) – a/k/a “Dead Tooth” – to babysit Hope. Meanwhile, Burt tries to get Virginia to quit smoking.
Burt gave up on his teenage dreams of being a rock star because he was a parent. Jimmy feels so guilty for ruining his father’s dream that he gets Burt a second chance to relive his rock fantasy with his music idol, Smokey Floyd (guest star Jason Lee), at the upcoming Grocery-Palooza concert.
