Ben Stiller

Character: Josh Schrebnick

Naomi Watts

Character: Cornelia Schrebnick

Adam Driver

Character: Jamie Massey

Amanda Seyfried

Character: Darby Massey

Charles Grodin

Character: Leslie Breitbart

Maria Dizzia

Character: Marina

Adam Horovitz

Character: Fletcher

Dree Hemingway

Character: Tipper

Brady Corbet

Character: Kent Arlington

Matthew Maher

Character: Tim

Peter Yarrow

Character: Ira Mandelstam

Bonnie Kaufman

Character: Ira's Wife

Hector Otero

Character: Frank

Matthew Shear

Character: Benny

Annie Baker

Character: Elise

Quincy Tyler Bernstine

Character: Pepper

James Saito

Character: Dr. Nagato

Deborah Eisenberg

Character: New School Woman

James Manzello

Character: Music Class Band

Laura Hankin

Character: Music Class Band

Stoddard Blackall

Character: Music Class Band

Ariel Bethany

Character: Music Class Band

Juan Torriente

Character: Leslie's Colleague

Dean Wareham

Character: Shaman

Erin Byrne

Character: Ayahuasca Woman

Lily Thorne

Character: Party Guest

Matthew Kaplan

Character: Party Guest

Danielle Slavick

Character: Party Guest

Greg Keller

Character: Party Guest

Nico Baumbach

Character: Party Guest

Liz Stauber

Character: Kent's Sister

Ryan Serhant

Character: Hedge Fund Dave

Wyatt Ralff

Character: Louis

John Wildman

Character: Red Carpet Coordinator

Roberto Pascotto

Character: Tribute Guest

Adam Senn

Character: Bartender

Guy Boyd

Character: Bar Patron

Peter Bogdanovich

Character: Speaker

Jake Perlin

Character: Jake (uncredited)

Greta Lee

Character: Sundance Interviewer (voice)

Scott Rudin

Character: Party Guest (uncredited)