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Teenager Billy Jackson is helping his dad out with some deliveries despite it being Christmas Eve and he just wants to goof off with his buddies. He overhears his dad talking about some rumors about the future of the store but he doesn't care. It's basketball time! He's claims he's been working on his shot but his bully Joey isn't having it. To make matters worse, Joey is dating his crush, Diane. After getting humiliated on the court, he forget the bag that he's supposed to deliver for his dad.

He heads to the church where his mom is preparing for the pageant and he heads up to the rafters to try to get back at Joey by replacing all of the snow that's gonna fall with water and Joey will get blamed because he's the stage manager.

They wake up on Christmas morning and Billy's dad surprises him with a new hoop & ball. His uncle David shows up and he's a fancy pants money man. He tells them that he's building a super mega store in this town and Billy's dad is like that'll put me out of business! David is like you'll be fine, you'll be running the store. They all head to the Christmas pageant and Billy's plan to get back at Joey works but Joey punches him in the eye and David, who had the water fall on him, leaves angry. Worst Christmas ever. His sister comes in to sleep in his room cuz she's scared and they get in an argument about Christmas being the best ever. She wishes it was Christmas every day and she makes him say it with her so that she'll go to sleep.

Much to his surprise, he wakes up and it's Christmas again!!! He is so confused. He thinks its just a giant prank, but when he wakes up the next day and it's Christmas again... he's very confused. His parents are concerned about him and get a doctor to check him out but they think it's just puberty. He figures if nothing really matters, he might as well kiss Diane without her consent and Joey punches him in the face.

He tries all sorts of different things - trying to make the perfect day, trying to get Diane to fall in love with him, trying to kill his uncle David, and even trying to be a hero by stopping bad stuff from happening around town.

He finally decides, you know what, I'm just gonna be kind to everyone. I'm gonna try to give everyone in town the most wonderful Christmas.

Ultimately, he figures out that the lesson here is to just love your family and embrace them and in doing so, his uncle remembers how much he loves being back home and decides he wants to come back and work in the store.