Mia (Duff), the loyal and hard-working boss of her small town's Christmas hat shop, is blindsided when her boss of ten years asks her to train his son, Nick (Cupo), for a vacant upper-management position that Mia was coveting. Even though Nick is a new york business adviser, Mia finds training him frustrating until Nick takes a fascination with Mia's son Scotty, helping Scotty having a pumpkin. When Nick doesn't show up at the contest, however, the beliefs in Nick of Mia declines. Mia attempts to maintain the delicate own life of Scotty and Nick out of her, to shield her child from further disappointment, and Nick must decide if residing at the town of Wilsonville is well worth quitting the perks he once had in newyork. Since Mia struggles to locate a way to convince therefore they can walk again Scotty to come back to therapy, she soon realizes that Nick might be for.