Had Jack never been to Katherine's office before?
I just watched Working Girl again today for the first time in years and it suddenly dawned on me that when Jack went to Petty Marsh to give Tess the briefcase as a gift, he should have known that she was in Katherine's office. Since he and Katherine had been a couple for a while, it just makes sense that he'd been there before. I know that Katherine was out of the country at the time but it didn't seem strange to Jack that someone else had taken over her office and was using it as her own, including answering the phone with "Tess McGill's office"?
I'm not going to lose sleep over this but it seemed really obvious to me when I watched it today. Did anyone else wonder about this or am I the only one?