Continuity mistake: During the apartment fire scene, when Deeds and the woman bounce on the catcher, they bounce back up - but it was just a rewind of the way down. (00:51:05)
Continuity mistake: In the big meeting at the end, Babe (Pam) runs in, carrying some files and Preston Blake's diary. She is holding some files, and the blue file is showing. Yet moments later, between shots, the blue file jumps into the middle of the files, and now the white files are showing. (01:21:05)
Continuity mistake: When Deeds enters Madison Square Garden, he walks past two chefs who have a food trolley in front of them. One of the chefs lifts the lid of the trolley to reveal chicken parmesan. But as the chef lifts the lid, between shots it switches from him opening it with his right hand to his left hand. Also when it switches to him opening it with his left hand, he also acquires a silk handkerchief in his hand too. (01:04:35)
Continuity mistake: When Deeds enters the basketball stadium, where the romantic dinner is being held (prior to the rehersal), he walks into the stadium twice. You see him walking in down the entrance, past the chairs, then you see him fully walk onto the basketball court. In the next shot, he is still walking down the entrance, past the chairs. You can also tell, because he walks past the old man twice. (01:04:25)
Continuity mistake: As Wynona Rider is reading the diary, her hair changes. The hair is parted on one side and then it switches to the other.
Continuity mistake: In the scene when Deeds is delivering pizzas while walking down the street with Anderson and Chuck, the last pizza he delivers to "Crazy Eyes" obviously is a large, but apparently changes to a small when Deeds slides it to him through the jail bars.
Continuity mistake: When Deeds and Chuck Cedar are playing tennis, the guy who handed Chuck a tennis ball keeps switching from one side of the net to the other, between different shots.
Continuity mistake: When Deeds is in the pizza place before he finds out about his inheritance, Murph is standing there with him holding a blue Pepsi cup. It switches to Deeds then when it is back on Murph, he is holding a beer mug and he continues to hold this throughout the scene.
Continuity mistake: The cats falling from the burning building change color from the time the hit the trampoline to when they reach their final destination.
Continuity mistake: Deeds hands Crazy Eyes the french fries and Oreo pizza in the box. The shot cuts to Cedar and Cecil for two seconds but when the shot cuts back to Crazy Eyes, the slice of pizza is already in his hand. No way could he have opened the box, took out the slice and have it in his hands in just two seconds. (00:11:45)