It's Your Move(1984)

You're gonna laugh.

It's Your Move is an American sitcom that aired on NBC from 1984 to 1985, starring Jason Bateman as Matt Burton, a scheming teenager whose plans meet their match when his widowed mother begins dating their new neighbor Norman. Unlike Matt's previous targets, Norman sees through every con and actively works to derail them, determined to steer the boy toward better behavior and prove himself worthy as a potential stepfather. The series balances Matt's quick-witted antics against Norman's patient cunning, creating a clash of wills between a clever kid and an adult who refuses to be outsmarted. With a supporting cast including Tricia Cast, Caren Kaye, Ernie Sabella, David Garrison, and Garrett Morris, the show mines comedy from the tension between a boy protecting his mother's independence and a man genuinely trying to help.