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 Nina Repeta Actor Mary Beth Peil Evelyn "Grams" Ryan Actor Meredith Monroe Actor Kerr Smith Jack McPhee Actor Sascha Alexander Guest Star Danny Roberts Guest Star Greg Berlanti Executive Producer, Writer Paul Stupin Executive Producer Gregory Prange Director