Jack Black

Malcolm

Nicole Kidman

Margot

Jennifer Jason Leigh

Pauline

Ciarán Hinds

Dick Koosman

John Turturro

Jim

Noah Baumbach

Director

Michael Cullen

Mr. Vogler

Seth Barrish

Toby

Halley Feiffer

Maisy Koosman

Lisa Emery

Woman with Dog

Susan Blackwell

Woman on Train

Ashlie Atkinson

Becky

Sophie Nyweide

Vogler Daughter

Michael Medeiros

Karaoke Singer

Enid Graham

Mrs. Vogler

Zane Pais

Claude

Flora Cross

Ingrid

Matthew Arkin

Alan

Christian Hansen

Fireman

Brian Kelley

Bruce

Justin Roth

Vogler Son

Jonathan Schwartz

Malcolm's Friend

Alexander Emmet

Hot Guy / Bar Couple (uncredited)

Chuck Gerena

Man in Bar / Street (uncredited)

Tyler Kelley

Kid (uncredited)