|Portrayed by:||James Van Der Beek|
|“||It's more than just one role.||”|
— James, Pilot
James is one of Chloe's best friends and he is an actor. He is portrayed by James Van Der Beek.
James has all the typical hang-ups of an actor who achieved success at an early age: insecurity, vanity, and validation measured in sexual conquests. With his best friend and all-too-willing partner (if not instigator) in crime, Chloe, James takes on the town as he prepares to shed his "Dawson" image once and for all and transition into his second act. Fun fact: In 2010 he flew to Chile to greet the rescued miners after finding out they asked only for food and "Dawson’s Creek" DVDs.