
Rick Brason

Alan

David

Charlie
Amy
Will

Rick's Mum (voice)
Paige

Kieron
Alex
Barista

Ellen

Jack Manfred is an aspiring writer who to make ends meet, takes a job as a croupier. Jack remains an observer, knowing that everything in life is a gamble and that gamblers are born to lose. Inevitably, he gets sucked into the world of the casino which takes its toll on his relationships and the novel he is writing.

Hard-drinking novelist Zach Hutton spirals out of control after his wife and mistress both leave him. Alone and crippled by a bad case of writer's block, Zach slips in and out of casual relationships and one-night stands, while his drinking becomes more and more severe. With the help of a bartender and his therapist, Zach confronts his demons — women and alcohol.

Charlie Kaufman is a confused L.A. screenwriter overwhelmed by feelings of inadequacy, sexual frustration, self-loathing, and by the screenwriting ambitions of his freeloading twin brother Donald. While struggling to adapt "The Orchid Thief," by Susan Orlean, Kaufman's life spins from pathetic to bizarre. The lives of Kaufman and Orlean's book become strangely intertwined as each one's search for passion collides with the other's.