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 George Gaffney Actor Nina Repeta Actor Leann Hunley Actor Monica Keena Actor Meredith Monroe Actor Kerr Smith Jack McPhee Actor Brittany Daniel Guest Star Obba Babatundé Guest Star Robin Dunne Guest Star Mary Beth Peil Evelyn "Grams" Ryan Actor Julie Bowen Guest Star Mel Harris Guest Star Rodney Scott Guest Star Michael Pitt Guest Star Kevin Williamson Executive Producer Charles Rosin Executive Producer Paul Stupin Executive Producer Gregory Prange Director Jan Eliasberg Director James Whitmore Jr. Director Patrick R. Norris Director Gina Fattore Writer Greg Berlanti Writer Bonnie Schneider Writer Jeffrey Stepakoff Writer Tammy Ader Writer Maggie Friedman Writer Gina Writer Heidi Ferrer Writer Tom Kapinos Writer Alex Gansa Writer Holly Henderson Writer Hadley Davis Writer Hadley Davies Writer