James Van Der Beek Dawson Leery Actor Katie Holmes Josephine "Joey" Potter Actor Michelle Williams Jennifer "Jen" Lindley Actor Joshua Jackson Pacey Witter Actor Mary Beth Peil Evelyn "Grams" Ryan Actor John Wesley Shipp Actor Kerr Smith Jack McPhee Actor Mary-Margaret Humes Actor Nina Repeta Actor Michael Pitt Actor Chad Michael Murray Guest Star Sherilyn Fenn Guest Star Busy Philipps Audrey Liddell Actor Ken Marino Guest Star Lourdes Benedicto Guest Star Samuel Ball Guest Star Chris Hartford Guest Star Meredith Salenger Guest Star Ian Kahn Guest Star Ned Brower Guest Star Greg Berlanti Executive Producer Paul Stupin Executive Producer David Petrarca Director Michael Lange Director Mel Damski Director Les Sheldon Director Gregory Prange Director Sanford Bookstaver Director Krishna Rao Director Keith Samples Director Tom Kapinos Writer Jeffrey Stepakoff Writer Gina Fattore Writer Jed Seidel Writer Rina Mimoun Writer Karin Lewicki Writer Diego Gutierrez Writer Anna Fricke Writer Nicole Ranadive Writer Jonathan Kasdan Writer