Continuity mistake: Lucy drags George into a restroom by pulling his tie. However, when the camera angle changes to inside, the way the tie has got loose is only possible if one pulls at the knot. Also the formerly buttoned collar is now wide open. (00:32:10)
Continuity mistake: After the tennis match a girl offers Lucy a cookie. When Lucy picks one you see her hand reaching for the cookie on different sides of the bowl in different shots (it's supposed to be one move). She takes a bite, but in the next shot the cookie is whole again. (00:53:20)
Continuity mistake: After the stapler fight George and Lucy have an argument in the pantry. The clock on the wall remains at 4:13 throughout the whole scene. (01:21:55)
Continuity mistake: At the tennis match June and George do a high five at 30:0 and George walks off to the right (left from his point of view). In the next shot he is left of June again, and he walks to the right again to finally serve from the wrong side. (00:52:10)
Continuity mistake: When June is brought to Lucy's office you see Lucy's reflection in the glass partition and she's looking at the door. When the camera angle changes Lucy is looking down, cleaning her blouse. (00:47:30)
Continuity mistake: George carries the passed-out Lucy to his apartment and places her on a sofa on which there are lots of pillows. In a close-up of Lucy all pillows are gone. (00:45:30)
Continuity mistake: In the scene where Sandra Bullock and Hugh Grant are on the street and he's buying a hot dog Sandra's collar on her right side changes positions several times. (00:22:15)
Continuity mistake: Near the end, when Lucy is in her work place, George comes in and gives his speech, then leaves. Lucy starts crying heavily and runs out, but then once she's outside, she isn't crying at all, her face is completely dry. Then she starts crying as she's looking down the street.
Continuity mistake: When George is in the bar with the girl, he is talking to Lucy on the phone. He grabs his drink, then the girl swallows her Altoid; he does not drink from the glass, and they show him again and the drink is on the table.
Continuity mistake: In the scene where they are driving after the tennis match, they are driving through town. You see buildings pass by. Then you see a shot where the car goes up a ramp and onto the Queensboro bridge. In the next shot, they are again driving through town with buildings on either side. Also, a UPS truck keeps appearing and disappearing behind them. (00:55:15)
Continuity mistake: When Lucy goes to George's penthouse while June is there playing strip chess, June is in the kitchen getting two beers out of the refrigerator. She is surprised to turn around and see Lucy and the door gets left open. George, Lucy and June have a conversation, towards the end of which the door somehow now closed even though nobody has made a move to shut it. (01:14:05)
Visible crew/equipment: You can see some of the film crew/equipment in the reflection of the television in the kitchen when Lucy is talking to her father. (01:27:40)
Continuity mistake: When Lucy and George are on the roof and Lucy is talking about what it was like growing up there, there are some high angle point-of-view shots of people on the street below. In these shots, the sun is shining and everyone has a dark shadow. But up on the roof, the sky is completely overcast, and there are no shadows anywhere.
Continuity mistake: During June's interview, Sandra's hair alternates between being behind her ear and in front of her ear between shots. (00:48:50)
Continuity mistake: There is a shot of a limo pulling up in front of Howard's house that is used twice in the course of the film. (00:08:15 - 01:04:20)
Continuity mistake: When at the charity ball George and Lucy see each other from across the ball, as the camera goes back and forth between them the same lady with very long dark hair and a dark pink/or red dress is seen behind both of them.
Continuity mistake: When Elaine greets George after his return from the party, her scarf moves in every shot. Sometimes, it completely covers her right shoulder, sometimes it doesn't. (00:10:45)
Factual error: During the tennis match, Hugh Grant hits from the right side. Sandra Bullock returns it to him, but Grant is then standing (not moving) by the left doubles alley. The entire scene has people hitting errant shots that are improbably playable.
Continuity mistake: At the very beginning, when Lucy and her two friends are lying on the street in protest, in close-up shots, the sun casts no shadows behind their heads. In a wider shot, there are very distinct shadows. (00:06:10)
