Elle Lorraine as Anna Bludso

Jay Pharoah as Julius

Lena Waithe as Brook-Lynne

Kelly Rowland as Sandra

Vanessa Williams as Zora

Laverne Cox as Virgie

Chanté Adams as Linda Bludso

Blair Underwood as Amos Bludso

James Van Der Beek as Grant Madison

Usher as Germane D.

Yaani King Mondschein as Sista Soul

Michelle Hurd as Maxine

Judith Scott as Edna

Robin Thede as Denise

Ashley Blaine Featherson as Rosalyn

Steve Zissis as Baxter Tannen

MC Lyte as Coral

Zaria Kelley as Young Anna

Corinne Massiah as Young Linda

Moses Storm as Executive Justin

Jon Gabrus as Valet

Nicole Byer as Gina

Justin Simien as Reggie Watson