Tom attempts a Puddins fast after his son dies from a pudding overdose.
With the help of the Bear Trap Brothers, Tom and The Mayor teach Jefferton about the significance of bear traps in child safety. Jack Black and Kyle Gass appear as the Bear Trap Brothers, two rival storekeepers who must help convince the City Council the plan is a good one.
Tom and the Mayor try to celebrate a relic of Jefferton's past by rebuilding a Western-themed amusement park called Pioneer Island. Patton Oswalt guest stars as Zynx, a new threat to the Mayor's power.
Tom proposes a World War II-themed restaurant, but the Mayor's nephew turns it into an arcade/pizza parlor that veers far from his original vision.
Tom creates a T-shirt that reads "Rats Off to Ya" for Christmas. It becomes a local phenomenon, but the idea is quickly stolen from Tom by a local novelty store. Jeff Garlin appears as Pat Croece, the novelty store owner.
At the request of the Mayor, Tom marries all the dogs in Jefferton. Jeff Goldblum guest stars as a pet store owner.
The Mayor gets Tom to invest in a porcelain bird pyramid scheme to save Jefferton's bird sanctuary.
Tom tries to spend the day with his dad.
Tom goes undercover at his son's school to find out if they are being served high levels of starch.