- Charity Jordan - Vivian Long
- Chris Whitley - Warren Harper
- Barbara Hawkins-Scott - Mrs. Hodges
- Sami Bray - Future Karen
- Bethany DeZelle - White Mom
- Myron Parker Wright - Kwame
- Terrence J. Smith - Allen
- Bill Kelly - Coach Wright
- Kristen Wharton - Guidance Counselor Mackin
- Melanie Jeffcoat - Mrs. Anderson
- James Arthur Sims - Pastor
- Andrew Tull - Hampton
- Jaylin Webb - Young Bruce
- Pilot Bunch - Mike
- Michael Kendall Kaplan - Brett
- Bill Winkler - Principal Cartwright
- Allen Maldonado - Coach Long
- Ric Reitz - Mr. Davidson
- Alex Parkinson - Max
- Dustin Lewis - James
- Carly Nykanen - Jennifer
- Liz McGeever - Sheryl
- Suzanne Jordan Roush - White Lunch Lady
- Kim Winter Mako - White Mother
- Philip Dido - George
- Caleb Black - Norman
- Frank Oakley III - Pastor Reliford
- Kaysi J. Bradley - Tammy (as Kaysi Bradley)
- Madison Alsobrook - Margaret
- Scott Deal - Referee
- Scott Deal - Mr. Brooks
- Alonzo Ward - Deacon Loren
- Richard Gant - Granddaddy Clisby
- L. Warren Young - Bray
- Nakia Dillard - Lucious
- Nakia Dillard - Theo
- Ian Lyons - Mr. Wright
- Timeca M. Seretti - Lydia Clemmons (as Timeca Seretti)
- Timeca M. Seretti - Lydia (as Timeca Seretti)
- Brooke Jaye Taylor - Ms. Stevens
- Spence Moore II - Bruce Williams
- Brantley Black - Mr. Johnson
- Renae Geerlings - Mrs. Johnson
- James Healy Jr. - Mr. Richards
- Bayley Wolff - Mark
- Ellie Clark - Linda
- Adam Vernier - Owen Dunhill
- Alec Michael Adams - Herb
- Kevin Wayne Walker - Wallace
- Ashley Rios - Dorothy Payton
- Kendrick Cross - Dave Payton
- Stormy Merriwether - Sophia
- Kal-El White - Nelson
- Adam Drescher - Rabbi
- Hannah Lowther - Great Aunt Ruth
- Jacob Moran - Billy
- Nathan Anderson - Mr. Mason
- Brian Kurlander - Duke
- Tiffany Elle Burgess - Clerk (as Tiffany Burgess)
- Thaddeus J. Mixson - Perry Barlow
- Robert McLeroy - Store Clerk
- Regina Taylor - Bessie
- Willie C. Carpenter - Big Jim
- Jay Amir - Buster
- Celina Smith - Pearl
- Brad Sanders - Gerald
- Teresa L. Graves - Edith (as Teresa Graves)
- Gaius Charles - Mr. Brady
- Summer Rain Menkee - White Mom (as Summer Menkee)
- Chad Martin - White Dad
- Alex Huff - Jackson Team Captain
- Ava Ann Gale - White Student (as Ava Gale)
- Lilah Richcreek Estrada - Wendy
- Summer Madison - Pam
- Aryn Wright-Thompson - Cathy
- Nilah Blasingame - Mildred
- David Alexander - Mr. Young
- Paul Ryden - White Doctor
- Yvonne Orji - Tammy
- Chip Lane - Doctor
- Jazmyn Simon - Janice
- Aloe Blacc - Lenny
- Amir O'Neil - Cory Long
- Greg Weeks - Cedric
- Trey Best - Ernest
- Tituss Burgess - Lonnie
- Phoebe Robinson - Jackie
- Noah Townsend - Jacob
- Affion Crockett - Marvin
- Roger J. Timber - Officer
- Mike Benitez - Bodega Owner
- Cruz Abelita - Kid #1
- Zuri James - Keith
- Kyle Bary - Donald
- Najah Jackson - Olivia
- Regina Bryant - Beverly
- Charles Ambrose - Coach Watkins
- Keisha Tillis - Marla
- Donald Faison - Terrence
- Lindsay Sloane - Judy
- Gregory Zarian - Herb
- Kyra Radomsky - Sarah Hitman
- Daryn Kahn - Mr. Norwood
- Josh Rhett Noble - Jim Fleming
- Patti LaBelle - Mother Williams
- Ketty Lester - Sister Henderson
- Déjá Dee - Sister Joyce
- Diva Tyler - Sister Patterson
- Nijah Brenea - Donna
- Bradley Whitford - Alan Van Der Kamp
- Chelsea Marie Davis - Cynthia (as Chelsea M. Davis)
- Nealla Gordon - Patty Van Der Kamp
- Cece King - Georgia
- Tara Jones - Mary
- Princess Elmore - Gloria (as Princess Lashun Elmore)
- Godderick Alucard - Carl
- Antonio Davis - Eddie
- Jack McBrayer - Mr. Cox
- Cameron Dye - Congressman Baker
- Samantha Chrest - Becca
- Spencer Fitzgerald - Carl
- Mason Wells - Pirate #1
- Malone Thomas - Swanee
- Patrick Wade - Announcer
- Malcolm-Jamal Warner - Melvin
- Aubriana Davis - Cassie
- Elijah Everett - Goon (as Eli Everett)
- Michael Rubino - White Dad
- Autumn Monroe - Black Mom
- Alison Haselden - White Daughter
- Yael Galena
- Amberia Allen
- Lee Daniels
- Jacob Yoffee
- Roahn Hylton
Elisha Williams hace el papel de Dean Williams (as Elisha 'EJ' Williams).
Dulé Hill interpreta a Bill Williams en la serie.
Saycon Sengbloh interpreta a Lillian Williams en la serie.
Laura Kariuki interpreta a Kim Williams en la serie.
Amari O'Neil interpreta a Cory Long en la serie.
Julian Lerner interpreta a Brad Hitman en la serie.
Milan Ray hace el papel de Keisa Clemmons.
Don Cheadle hace el papel de Narrator.
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