Winona Ryder as Lelaina Pierce

Ethan Hawke as Troy Dyer

Janeane Garofalo as Vickie Miner

Steve Zahn as Sammy Gray

Ben Stiller as Michael Grates

Swoosie Kurtz as Charlane McGregor

Harry O'Reilly as Wes McGregor

Susan Norfleet as Helen Anne Pierce

Joe Don Baker as Tom Pierce

Renée Zellweger as Tami

James Rothenberg as Rick

John Mahoney as Grant Gubler

Eric Morgan Stuart as Damien

Barry Del Sherman as Grant's Produzent

Chelsea Lagos as Troy Groupie

Bill Bolender as Truck Driver

Helen Childress as Waitress

David Pirner as Phineas

Andy Dick as Rock

Keith David as Roger

Anne Meara as Louise

Mick Lazinski as Stand-Up Comic

Amy Stiller as Psychic Phone Partner

Afton Smith as Janine

Pat Crawford Brown as Cashier

Jeff Kahn as Stage Manager

Karen Duffy as Actress 'Elaina'

Evan Dando as Actor 'Roy'

David Spade as The "Wienerschnitzel" Manager (Uncredited)

Jeanne Tripplehorn as Cheryl Goode (uncredited)

Tony Robbins as Self (uncredited)