Continuity mistake: Near the start when Will, Grace and Jack are talking about the new swimming pool, Will starts to peel an orange. In the first shot he peels some of the skin off and drops it on the table. In the next shot there is no peel on the table and he is still peeling it. As the scene goes on, the pile of orange peel on the table that he leaves, keeps changing position.
Continuity mistake: When Will stops Grace, as they are about to have sex, they sit up in the bed, and he tells her he thinks they should wait. In the first shot Grace's black strap is falling off of her arm, yet in the next shot it's back up on her shoulder.
Continuity mistake: When Jack reveals to Will that he is too shy to ask out the sales assistant in the Banana Republic, Jack stands by a wooden shelf. Between shots the positions of his hands on the wooden pole keep changing, and which hand is holding it with also differs.
Continuity mistake: When Dr. Hershberg is crying after giving some bad news, he knocks a grey box off of the small equipment table which he is leaning on. Later during the scene the box suddenly jumps back up onto the table. Also, the other items on the table jump around and change position on their own accord a few times.