Continuity mistake: In the scene where Reuben tries to catch Poly before she leaves for good, he sees from a distance that she climbs into a taxi. He starts running after her but stops at her house, when he sees the taxi turning around the corner and realizes that he can't catch her any more. In this last shot of the taxi the street scenery is totally different, for example there are two big trucks on both sides of the road which weren't there before, and it must be the same road because Reuben sees her from her house from where she started. (01:14:40)
Continuity mistake: When Reuben and Sandy are talking in the street after the play disaster, and Sandy is telling Reuben about the fake E! True Hollywood Story, Reuben's tie keeps changing. In one shot, the tie has a dimple and is in a full windsor knot, and in other shots, the tie has no dimple and appears to be in a half-windsor knot.
Other mistake: The scenes that are supposedly located in St. Bart's have Chinaman's Hat in the background, which is a distinctive Hawaiian landmark.
Continuity mistake: When Reuben and Sandy are playing basketball for the first time, Sandy's t-shirt is tucked under in one shot, and the next it is fine and untucked.
Continuity mistake: When Reuben and Polly go to that Latin club to dance, after he's had salsa lessons, you see the guitarist pointing to encourage him. Now, he looks as if he's a left-handed guitar player, but a minute later you see him in the background playing right-handed. If you look for it, you can see that his guitar is a Gibson, and on the "lefty" scene the logo on the headstock is obviously reversed, which means the shot got mirrored in post-production.
Other mistake: When Reuben and Leland are playing racquetball, Leland loses a tooth. When he opens his mouth to take it out, you can see the space where it's missing. However, when it cuts to Reuben, you can hear the sound of Leland yanking it out of his gum.
Continuity mistake: When Reuben and Leland go to the roof and Leland prepares to base jump, after he takes his jacket off, the parachute straps across his chest are undone. In the next shot they are properly fastened.
Continuity mistake: When Reuben and Polly are in the cabin of The Roo Shooter they are having an argument. Behind Reuben is a clock, in each shot of him the time on the clock changes.
Continuity mistake: At the beach, Reuben tells Lisa that he's bought the house. After she takes her right hand to her mouth in awe, her left hand is either lying on a book or on the sand.
Continuity mistake: When Reuben and Polly meet, before he gives her his card, she takes her hand to her head. From the opposite angle it's lowered. This swaps back and forth.
Continuity mistake: In the scene right after Reuben discovers Lisa cheating on him, Reuben begins to pack his truck to leave the island. The truck is facing the ocean as he loads the truck. However, a split second later he gets in the truck and the truck is facing away from the ocean, then when Reuben backs up, he backs up towards the ocean.
