Jessica Chastain as Molly Bloom

Idris Elba as Charlie Jaffey

Kevin Costner as Larry Bloom

Michael Cera as Player X

Jeremy Strong as Dean Keith

Chris O'Dowd as Douglas Downey

J.C. MacKenzie as Harrison Wellstone

Brian d'Arcy James as Bad Brad

Bill Camp as Harlan Eustice

Graham Greene as Judge Foxman

Justin Kirk as Jay

Angela Gots as B

Natalie Krill as Winston

Stephanie Herfield as Jesse

Madison McKinley as Shelby

Joe Keery as Trust Fund Cole

Michael Kostroff as Louis Butterman

Claire Rankin as Mother

Victor Serfaty as Diego

Whitney Peak as Stella

Jon Bass as Shelly Habib

Joseph Brooks as Eli

Samantha Isler as Molly (age 13-15)

Piper Howell as Molly (age 7)

Kjartan Hewitt as Player

Khalid Karim as Neal

Chris Hoffman as Derrick

Matthew D. Matteo as Bobby

Jacob Blair as Jeremy Bloom

Chris Boyle as Jordan Bloom

Duane Murray as Agent Delarosa

Jeff Kassel as Donnie Silverman

Dan Lett as David Sagen

Timothy Mooney as Reggie

Moti Yona as Iliya Gershen

Leo Vernik as Alex Gershen

John Nelles as Ski Coach

Jason Weinberg as John G

Rachel Skarsten as Leah

Linette Doherty as Court Clerk

Robert B. Kennedy as Alexander Rosenfeld

Morgan David Jones as Brennan

Elisa Moolecherry as Bankruptcy Lawyer

A.C. Peterson as Stranger

Dov Tiefenbach as Club Customer

Bo Martynowska as Club Girl

Amy Rutherford as Doctor

Frank Falcone as Pit Boss

Kris Siddiqi as Guest

Jonathan Purdon as Jonathan Hirsch

David Reale as LA Player

Jake Goldsbie as LA Player

Todd Thomas Dark as LA Player

Chris Owens as LA Player

Gary Brennan as LA Player

Tom Black as LA Player

Ken Linton as LA Player

Zachary Goodbaum as LA Player

Tony Stellisano as LA Player

Tommy Julien as LA Player

Jason Pithawalla as LA Player

James Hurlburt as LA Player

John Krpan as LA Player

Shane Harbison as LA Player

Vasilios Pappas as LA Player

Rae Anne Stroeder as EMT #1

Alanna Macaulay as EMT #2

George Tchortov as Mike Davidoff

Thomas Hauff as Mr. Sernovitz

Ari Cohen as NY Player

David Lafontaine as NY Player

David Gingrich as NY Player

Jeffrey Parazzo as NY Player

Bruno Verdoni as Pat

Rico Tudico as Paul

Mary Ashton as Tracy

Lizzy DeClement as Skate Rental Woman

Catherine Burdon as Female Agent

Laura Cilevitz as Jeremy's Girlfriend

Amy Stewart as Jordan's Wife

Steve Brandes as Court Marshall

Phil Primmer as Ski Patrol Leader

Gurdeep Ahluwalia as Commentator #1

Dan Duran as Commentator #2

Vladimir Tsyglian as Arthur Azen

Dennis Drummond as Azen's Lawyer

Nicholas Banks as Sigel's Lawyer

Michael Cohen as Sigel

Karl Danhoffer as Habib's Lawyer

Daoud Heidami as Hot Dog Vendor

Maria Lerinman as Waitress

Alyssa Veniece as Bartender

Robin Read as Frederick

Randy Noojin as Plaza Doorman

Dave Alaimo as Poker Player (uncredited)

Brian Cranstone as Technician (uncredited)

Gregory Falatek as Rocker (uncredited)

Mariah Owen as U.S.A. Ski Team Athlete (uncredited)