James created an improv/sketch group called Circus Maximus.
James is on the Board of Director for a magazine called ''Providence Magazine'' with his mother as the editor of the magazine.
James created the Malaparte Theater Company with Ethan Hawke and Robert Sean Leonard, where he did everything from directing to taking tickets.
James graduated from Yale University with a degree in English.
James has two younger half sisters named Elisabeth and Katherine Waterston, both of whom are actors as well.
James is the son of Sam Waterston, who plays Jack McCoy on Law & Order and Barbara Waterston.