Robert Quinn, played by Kerr Smith, surreptitiously leaves a $100 tip for the "down-on-her luck" brunette waitress (Maia Mitchell as Callie Jacobs). Approx. 16 years previously, Kerr Smith played an opposite role in the exact same tableau, witnessing the same tip left for love interest Joey Potter (Katie Holmes) in his role of Jack McPhee in Dawson's Creek.