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 Eion Bailey Guest Star Eric Balfour Guest Star Mary Beth Peil Evelyn "Grams" Ryan Actor Kevin Williamson Executive Producer Charles Rosin Executive Producer Paul Stupin Executive Producer Steven Robman Director Rob Thomas Writer