Worried that Bart is destined for failure, Marge turns to a series of parenting "experts" for advice. Homer decides to cash in on one expert's advice by opening up a trophy store in Springfield. Meanwhile, Bart finds some needed encouragement from Grampa, who gives him a precious watch coveted by Homer.

Bart gets in trouble on Grandparents Day at school and is forced to hang out with Skinner's mother as punishment. After spending time with various grandmas in the neighborhood, he learns the benefits of hanging out with the elderly, but eventually recognizes the dangers of taking advantage of them. Meanwhile, Peekimon Get has taken over the town of Springfield.