On the Come Up

Jamila Gray

Brianna 'Bri' Jackson

Noa Dior Rucker

Young Bri

Sanaa Lathan

Jay

Michael Cooper Jr.

Malik

Miles Gutierrez-Riley

Sonny

Method Man

Supreme

Da'Vine Joy Randolph

Aunt Pooh

Justin Martin

Milez

Titus Makin Jr.

Trey

Cason Peterson

Young Trey

Al-Teron

Scrap

Lil Yachty

Infamous Millz

Mike Epps

DJ Hype

Steven G. Turner

Reggie

LA Winters

Principal Rhodes

Bill Murphey

Superintendent Cook

Malachi Malik

Long

Cuyle Carvin

Tate

Ticarus Bunch

Doc

James Adam Tucker

Mr. Watson