A legendary entrepreneur in the sports retail world, Hank Pryor, and his wife, Tilly, have been living the high life in New York City. That is until Hank is forced out of his CEO job and has to downsize and move his family back home to the small town of River Bend, Virginia.

When Hank tells Maddie that she needs to get a job like he used to have at her age, he ends up having to prove what he said was true by taking a job alongside her at the mall.