Hank Pryor, a well-known sports retail entrepreneur, and his wife, Tilly, have been living a comfortable life in New York City. But when Hank is forced out as CEO, he has to downsize and move back to his hometown of River Bend, Virginia.

Hank gets back into business by testing his entrepreneurial skills with a neighborhood yard sale.

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.

Hank is ready to attack the day with his trusty "to do" list which includes things like fixing the toilet with Henry, prepping for the SAT with Maddie and teaching Tilly how to change a tire. Unfortunately, Henry would rather play video games, Maddie wants to hit the mall and Tilly, well, let's just say she's not all that into lug nuts.

Hank realizes his worst nightmare when his mother-in-law pays a visit for their first Thanksgiving in a new home.

Hank gets irritated by a phrase Tilly consistently uses so he asks his brother-in-law Grady to confront her about it, leading to disastrous results.