James Van Der Beek Dawson Leery Actor Katie Holmes Josephine "Joey" Potter Actor Joshua Jackson Pacey Witter Actor, Director Michelle Williams Jennifer "Jen" Lindley Actor Kerr Smith Jack McPhee Actor, Director Busy Philipps Audrey Liddell Actor Mary Beth Peil Evelyn "Grams" Ryan Actor Oliver Hudson Actor Sebastian Spence Guest Star Mimi Rogers Guest Star Hal Ozsan Actor Dr. Drew Guest Star Jensen Ackles Actor Adam Carolla Guest Star Bianca Kajlich Actor Megan Gray Guest Star Geoffrey Lewis Guest Star Gareth Williams Guest Star Roger Howarth Guest Star Mika Boorem Guest Star Greg Berlanti Executive Producer Paul Stupin Executive Producer Michael Lange Director Bethany Rooney Director Robbie McNeill Director Arlene Sanford Director Joanna Kerns Director Les Sheldon Director Perry Lang Director Jason Moore Director Gregory Prange Director Anna Fricke Writer Gina Fattore Writer Tom Kapinos Writer Maggie Friedman Writer Liz W. Garcia Writer Laura Glasser Writer Frank Perl Director