This is the first episode that Beverley Leslie has appeared in scenes without Karen.
Jack states that he loves the movie A League of Their Own (1992) and how in that film Madonna was still relevant and Rosie was still funny. Both of them have been guests in Will and Grace - Madonna as Liz, Karen's roommate and Rosie O'Donnell as Bonnie, the mother of Jack's son Elliot.
Jack talks about A League of Their Own. Madonna, Rosie O'Donnell, and Geena Davis all made appearances on the show. Davis as Grace's older sister, O'Donnell as Elliott's mom, and Madonna as Karen's former roommate.
Will's green coat he wears to the bar looks to be the same one Ross Geller wears on Friends (1994).