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 Michael Pitt Actor Sasha Alexander Guest Star David Monahan Guest Star Harry Shearer Guest Star Sascha Alexander Guest Star Sarah Alexander Guest Star Harve Presnell Guest Star Danny Roberts Guest Star Don McManus Guest Star Christian Kane Guest Star Greg Berlanti Executive Producer Paul Stupin Executive Producer David Petrarca Director Gregory Prange Director Sandy Smolan Director Krishna Rao Director Bruce Seth Green Director James Whitmore Director Jason Moore Director Nancy Malone Director John Behring Director Tom Kapinos Writer Gina Fattore Writer Maggie Friedman Writer Jeffrey Stepakoff Writer Nan Hagan Writer Chris Levinson Writer Jonathan Kasdan Writer Rina Mimoun Writer Zack Estrin Writer