When Jewel talks about when Randy worked as a bartender at McCool's, Jewel says Randy reminds her of a rock star. A nod to Liv Tyler herself. In real life, Liv Tyler is the daughter of Steven Tyler, the lead singer of the hard rock band Aerosmith.
Matt Dillon and Richard Jenkins both previously appeared in There's Something About Mary, which shares a similar plot to this film. Both films involve different men all falling for the same woman. Matt Dillon plays one of the men in both films and Jenkins plays a similar role in both films as well. In "Mary" he plays a therapist to whom Ben Stiller tells his story and in this film he plays a priest to whom John Goodman tells his story.