Directed by: Mike Nichols
Starring: Alec Baldwin, Harrison Ford, Kevin Spacey, Sigourney Weaver, Joan Cusack, Melanie Griffith
Plot hole: We see Tess wearing Catherine's clothes when Catherine is gone, but Catherine is much slimmer than Tess. They wouldn't fit without being altered and she had no time to do so.
Suggested correction: Katherine is also taller than Tess. The same size could fit a taller, slimmer woman and a shorter, less slim woman.
Audio problem: When Tess meets up with her boss toward the end at the helipad, notice that the helicopter engine sound is playing, but the props aren't turning. Helicopters blades always turn if the engines are running, just like an airplane.
Cyn: Sometimes I sing and dance around the house in my underwear. Doesn't make me Madonna. Never will.
Trivia: You can see a quick cameo by Ricki Lake in the wedding reception dance scene. She is the bridesmaid that Jack asks for information about nicknames for the girl that is dancing with Trask at the time.
Question: If Jack and Katherine were a couple, how is it that Jack doesn't recognize Katherine's office when he goes there to confirm him and Tess to start working on the Trask deal?
Answer: It is also stated in the movie that Katherine just transferred down from Boston, and she is staying at her parents house. She also mentions in another scene that her and Jack are now in the same city. Plus Tess helps plan her welcome party to get to know others in her department indicating that she is new there. Maybe Jack had not got a chance to visit her office yet, which would explain why he would not have known.
Answer: Unless Katherine had recently moved to a new office, which it does not appear that she did, then Jack should know this was her office. However, it is also possible that he had just never been there before and they only saw each other outside of work. When Jack went to see Tess, he had a specific business reason for going there.