Miles Ahead

Don Cheadle

Miles Davis

Ewan McGregor

Dave Braden

Emayatzy Corinealdi

Frances Taylor

Michael Stuhlbarg

Harper Hamilton

LaKeith Stanfield

Junior

Austin Lyon

Justin

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Leticia Martinez

Boxing Spectator

Morgan Wolk

Erica

Jeffrey Grover

Gil Evans

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Philip Krinsky

Bicyclist

Chris Hahn

Ralph

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Nina Smilow

Tami

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Antonio Sánchez

Live Concert Band

John E. Brownlee

Boxing Cornerman (uncredited)

Gary Clark Jr.

Live Concert Band

Herbie Hancock

Live Concert Band

Esperanza Spalding

Live Concert Band

Robert Glasper

Live Concert Band

Wayne Shorter

Live Concert Band

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Brian Bowman

Walter

Christina Marie Karis

Janice

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Brent Vimtrup

Dieter

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Michael Bath

Bartender

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Reginald Willis

Manager

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Montez Jenkins

Busboy

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Chris Grays

Buddy

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Amber Hawkins

Ava

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Mariah Means

Nora

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Ken Early

George

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Jeremy Dubin

Ken

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Shyra Thomas

George's Secretary

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Brian Phillips

Theo / Engineer

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Marissa Ford

Irene

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Courtis Fuller

Harold

Drew Lachey

Choreographer

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Chris Bortz

Doorman

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Theron Brown

Piano Player

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Mark Turkeltaub

Cop #1

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Brian Cashwell

Producer

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Paul Chambers

Bass Player

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Ernie Royal

Trumpet Player