Matthew Perry Matt Albie Actor Amanda Peet Jordan McDeere Actor Bradley Whitford Danny Tripp Actor Steven Weber Jack Rudolph Actor D.L. Hughley Simon Stiles Actor Sarah Paulson Harriet Hayes Actor Nathan Corddry Tom Jeter Actor Timothy Busfield Cal Shanley Actor Eli Wallach Eli Weinraub Guest Star Nancy Lenehan Mrs. Jeter Guest Star Randy Oglesby Mr. Jeter Guest Star Columbus Short Darius Hawthorne Guest Star Teddy Sears Darren Wells Guest Star Dianna Maria Riva Lilly Rodriguez Guest Star Merritt Wever Suzanne Guest Star Mystro Clark Willy Wilz Guest Star Aaron Sorkin Executive Producer