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