Jessica Chastain
Molly Bloom
Chris O'Dowd
Douglas Downey
J.C. MacKenzie
Harrison Wellstone
Brian d'Arcy James
Bad Brad
Graham Greene
Judge Foxman
Michael Kostroff
Louis Butterman
Samantha Isler
Molly (age 13-15)
Piper Howell
Molly (age 7)
Duane Murray
Agent Delarosa
Jeff Kassel
Donnie Silverman
Linette Doherty
Court Clerk
Robert B. Kennedy
Alexander Rosenfeld
Morgan David Jones
Brennan
Elisa Moolecherry
Bankruptcy Lawyer
Dov Tiefenbach
Club Customer
Jonathan Purdon
Jonathan Hirsch
Todd Thomas Dark
LA Player
Zachary Goodbaum
LA Player
Jason Pithawalla
LA Player
George Tchortov
Mike Davidoff
Thomas Hauff
Mr. Sernovitz
David Lafontaine
NY Player
Lizzy DeClement
Skate Rental Woman
Catherine Burdon
Female Agent
Laura Cilevitz
Jeremy's Girlfriend
Steve Brandes
Court Marshall
Phil Primmer
Ski Patrol Leader
Gurdeep Ahluwalia
Commentator #1
Vladimir Tsyglian
Arthur Azen
Dennis Drummond
Azen's Lawyer
Nicholas Banks
Sigel's Lawyer
Karl Danhoffer
Habib's Lawyer
Daoud Heidami
Hot Dog Vendor
Randy Noojin
Plaza Doorman
Dave Alaimo
Poker Player (uncredited)
Brian Cranstone
Technician (uncredited)
Gregory Falatek
Rocker (uncredited)
Mariah Owen
U.S.A. Ski Team Athlete (uncredited)