Alfre Woodard as Carolyn Carmichael

Delroy Lindo as Woody Carmichael

David Patrick Kelly as Tony Eyes / Jim

Zelda Harris as Troy Carmichael

Carlton Williams as Clinton Carmichael

Sharif Rashed as Wendell Carmichael

Tse-Mach Washington as Joseph Carmichael

Christopher Knowings as Nate Carmichael

José Zúñiga as Tommy La La

Isaiah Washington as Vic Powell

Ivelka Reyes as Jessica

Spike Lee as Snuffy

Vondie Curtis-Hall as Uncle Brown

Frances Foster as Aunt Song

Manny Perez as Hector

RuPaul as Bodega Woman

Keith Johnson as Cornell

Tiasha Reyes as Minnie

Raymond Reliford as Barry

Harvey Williams as Delray

Peewee Love as Possom (Greg)

Bokeem Woodbine as Richard

Mildred Clinton as Mrs. Columbo

Emelise Aleandri as Florence

Omar Scroggins as Cecil

Danielle K. Thomas as Kesha

Asia Gilyard as Cathy

Carmen Tillery as Brenda

N. Jeremi Reyes as Right Hand Man

Norman Matlock as Clem

Patriece Nelson as Viola

Taneal Royal as Ray-Ray

Kendell Freeman as Rick

Kewanna Bonaparte as Peanut

Gary Perez as Juan

Arthur French as West Indian Store Manager

Yolande Morris as Sheila

Dan Grimaldi as Con Ed Man

Susan J. Jacks as Tammy

Christopher Wynkoop as TV Evangelist

Rene Ojeda as Louie

Tracy Vilar as Monica

Michele Shay as Drunk Woman

Hector M. Ricci Jr. as Tito

Nadijah Abdul-Khalia as Vicki

Bruce Hawkins as Funeral Mourner

Richard Whiten as Neighbor

Michelle Rosario as Neighbor

Maurie A. Chandler as Judy

Monet A. Chandler as Jody

Zay Smith as Boy In Street

Derrick Peart as Supermarket Customer

Ulysses Terrero as Supermarket Customer

Johnette Cook as Supermarket Customer

Désirée Murray as Supermarket Customer

Jesse Astro as Jesse Plasto

Jose Camel as Jose Rillo

Joie Lee as Aunt Maxine