Characters played by Ye
Self
Characters played by Miri Ben-Ari
Self (segment "The New Workout Plan")
Characters played by Fonzworth Bentley
Self (segment "The New Workout Plan")
Characters played by Yasiin Bey
Self (segments "Through the Wire" and "Two Words")
Characters played by Memphis Bleek
Self (segment "Through the Wire")
Characters played by David Wayne Campbell
Security guard
Characters played by Dave Chappelle
Self (segment "Two Words")
Characters played by Common
Airline Employee (segment "All Falls Down")
Self (segment "Two Words")
Characters played by Consequence
Self (segment "Two Words")
Characters played by Coodie
Self (segment "Two Words")
Characters played by Damon Dash
Self (segments "Through the Wire" and "Two Words")
Characters played by Stacey Dash
The Girl (segment "All Falls Down")
Characters played by DeRay Davis
Self (segments "Through the Wire" and "Two Words")
Characters played by Jamie Foxx
Self (segment "Slow Jamz")
Characters played by Freeway
Self (segment "Two Words")
Characters played by Jamal Grinnage
Self (segment "Two Words")
Characters played by Vida Guerra
Jill (segment "The New Workout Plan")
Characters played by Wood Harris
Self (segment "Through the Wire")
Characters played by J. Ivy
Self (segment "Two Words")
Characters played by Jay-Z
Self (segment "Through the Wire")
Characters played by Ashton Kutcher
Self (segment "Making Of")
Characters played by Talib Kweli
Self (segment "Through the Wire")
Characters played by John Legend
Self (segment "The New Workout Plan")
Characters played by Kel Mitchell
Porter (segment "All Falls Down")
Characters played by Chike Ozah
Self (segment "Two Words")
Characters played by Christian Redd
Gangster (segment "Jesus Walks")
Characters played by Tracee Ellis Ross
Self
Fifi LeBeouff (segment "The New Workout Plan")
Characters played by Scarface
Self (segment "Through the Wire")
Characters played by Anna Nicole Smith
Self
Ella-May (segment "The New Workout Plan")
Characters played by Twista
Self (segments "Through the Wire" and "Slow Jamz")
Characters played by Aisha Tyler
Self (segment "Slow Jamz")
Characters played by Pharrell Williams
Self (segment "Through the Wire")
Characters played by Gideon Yago
Self (segment "Through the Wire")