Adam Sandler was originally cast as Michael Berkow but dropped out at the last minute to make The Waterboy (1998). Jeremy Piven took the role.
Jeanne Tripplehorn and Leland Orser became a couple during the filming of this movie. They eventually got married on October 14, 2000.
The weekend of the night in Vegas can be worked out due to the guys watching UFC 10 on pay-per-view: July 12, 1996. The background shows Don Frye vs. Brian Johnston.
Alan Dershowitz, the then-respected Harvard Law School professor, had a column for a few years in the late 1990's with PREMIERE magazine in which he analyzed possible legal issues arising from new movies. In this film's case, Dershowitz said that a strong case could be made that the prostitute's death was an accident or involuntary manslaughter, though the huge amount of drugs in the suite would complicate that (and would leave the guys open to major prison time via the DEA). However, he said that all of the men would be charged with first-degree murder anyway because of the deliberate stabbing death of the hotel security guard.