James Van Der Beek Dawson Leery Actor Katie Holmes Josephine "Joey" Potter Actor Michelle Williams Jennifer "Jen" Lindley Actor Joshua Jackson Pacey Witter Actor John Wesley Shipp Actor Mary-Margaret Humes Actor Meredith Monroe Actor George Gaffney Actor Nina Repeta Actor Monica Keena Actor Kerr Smith Jack McPhee Actor Leann Hunley Actor Mary Beth Peil Evelyn "Grams" Ryan Actor Rachael Leigh Cook Guest Star Joe Flanigan Guest Star Nick Stabile Guest Star Eddie Mills Guest Star Gareth Williams Guest Star Mädchen Amick Guest Star David Dukes Guest Star Kevin Williamson Executive Producer, Writer Charles Rosin Executive Producer Paul Stupin Executive Producer David Semel Director Shelley Meals Writer Lou Antonio Director Gregory Prange Director Patrick R. Norris Director Sandy Smolan Director Melanie Mayron Director Nick Marck Director Jesús Salvador Treviño Director Greg Berlanti Writer Mike White Writer Dana Baratta Writer Darin Goldberg Writer Jon Harmon Feldman Writer James Whitmore Jr. Director Joe Napolitano Director