Alexandra Shipp

as Aaliyah Haughton

Elise Neal

as Gladys Knight

Clé Bennett

as R. Kelly

Christopher Jacot

as Ryan Nichols

Chattrisse Dolabaille

as Missy Elliott

Anthony Grant

as Damon Dash

Lyriq Bent

as Barry Hankerson

Izaak Smith

as Timbaland

Tiffany Davidson

as Keisha

Andy McQueen

as Eric Ferrell

Lil Mama

as Lush Unsa

A.J. Saudin

as Rashad Haughton (Older)

Morgan Kelly

as Senior Label Executive

Jean Christophe Loustau

as Damon's Friend

Elena Juatco

as Press Member

Rachael Crawford

as Diane Haughton

Dewshane Williams

as Derek Lee

Kamaia Fairburn

as Aaliyah (10-12)

Richard Walters

as Show MC

Tom Barnett

as Loranzo DiBoneventura

Sonya Côté

as Kate

Sterling Jarvis

as Michael Haughton

Nabil Rajo

as Damon Dash's Friend

Jesse Sukunda

as Rashad Haughton (Younger)

Jade Whitney

as Dancer

Yasmin Lau

as Student #1

Sean Mauricette

as Radio Personality

Hannah Alissa Richardson

as High School Friend

Paulina 'Miel' Chmielecka

as Record Executive

Sava Drayton

as John McKinney

Jesse Omonudo

as Security Guard

Dasol Lee

as Waitress

James Shipp Jr.

as Recording Studio Assistant

Linda McCurdy

as Mintis Hankerson