Lisa Kudrow as Mamie

Steve Coogan as Charley

Jesse Bradford as Nicky

Bobby Cannavale as Javier

Maggie Gyllenhaal as Jude

Jason Ritter as Otis

Tom Arnold as Frank

David Sutcliffe as Gil

Sarah Clarke as Diane

Laura Dern as Pam

Hallee Hirsh as Mamie at 17

Eric Jungmann as Charley at 16 / Tom

Kim Morgan Greene as Connie Peppitone

Rayne Marcus as Annette

Caitlyn Folley as Lauren

Amanda Foreman as Lane

Nicole Tocantins as Tess

Mark Fite as Tess's Drunk Husband

Soledad St. Hilaire as Dignora

Ramon De Ocampo as Alvin

A.J. Trauth as Bill

Carole Androsky as Naked Woman

Tamara Davies as Shauna

Ashleigh Darkbloom as Rain

Emma Hunton as Becca

T.R. Hopper as Chuck Peppitone

Rob Macie as Steve the Lawyer

Lisa Hoyle as Woman Driver

Joe Milton as Musician #1

Dave Beyer as Musician #2

Randy Landas as Musician #3

Scott Sener as Karaoke Guy

Johnny Galecki as Miles (uncredited)

Peter Horton as Ted the Urologist (uncredited)

Melissa Barker as Protestor (uncredited)

Mark Elias as Coffee Shop Patron (uncredited)

Shannan Leigh Yancsurak as Coffee Shop Patron (uncredited)

Rana McAnear as Bar Patron (uncredited)

Deirdre Wall as Party Girl (uncredited)