Continuity mistake: When Samantha is sitting at the foot of the bed with an ice pack on her head, eating toothpaste, in one shot she spits some toothpaste out and it goes over Chris' hand. In the next shot his hand is clean. (00:36:55)
Continuity mistake: In the opening shots we see Chris writing in Jamie's yearbook. However between shots it is evident that the handwriting has changed position and style. (00:00:35)
Continuity mistake: When Chris and Jamie are on their day-date in the diner, Chris is holding a fork as he talks to Jamie. The direction of which the tines on the fork point changes between shots. (00:30:35)
Continuity mistake: When Tim is talking to Chris in The Maple Tavern, he is drinking a beer. The foam on top of the beer keeps disappearing and reappearing between shots. (00:26:00)
Continuity mistake: The water glass on the table disappears and reappears a few times. (00:34:00)
Continuity mistake: The position of Samantha's guitar strap changes as she is singing her song in the recording booth. It jumps off of her shoulder between shots as well. (00:14:50)
Continuity mistake: After Chris puts the 'Shakes come and go but friends are furrr-ever' tee-shirt on, the position of the black collar sticking out from the tee underneath keeps changing. (00:05:50)
Continuity mistake: After Samantha jumps on Chris and undoes his trousers, she runs to the other couch and plays her song. As she sings it the magazines on the table in between them change between each shot. (00:16:15)
Continuity mistake: Chris walks out of the elevator with another worker, who is holding a pile of presents. Betweens shots an extra present appears on the pile, so Chris can pick it up and give it to Francine. (00:11:20)
Continuity mistake: When Chris is at the recording studio with Samantha, when Samantha runs and jumps onto Chris, the position of her belt changes a few times from tight to loose. (00:15:50)
Continuity mistake: During the ice hockey scene, while Chris is barreling through the kids, the puck is nowhere to be seen despite the puck handling motions. (00:44:40)
Continuity mistake: In the scene when Chris and Jamie are watching old home videos Chris has on braces, but when he brings her home he doesn't have them.