S. Epatha Merkerson

Character: Rachel 'Nanny' Crosby

Marcus Carl Franklin

Character: Ruben Santiago Jr.

Yasiin Bey

Character: The Bandleader

Carmen Ejogo

Character: Alean

Louis Gossett Jr.

Character: Ol'lem Taylor

Macy Gray

Character: Pauline

Terrence Howard

Character: Bill Crosby

Ernie Hudson

Character: Dick Barrymore

Rosie Perez

Character: Bertha

Liev Schreiber

Character: Ulysses Ford

Jimmy Smits

Character: Ruben Santiago Sr.

Patricia Wettig

Character: Laura's Mother

Jeffrey Wright

Character: Mr. Paul

Adina Porter

Character: Ricky

Bill Simms Jr.

Character: Self

Ruben Santiago-Hudson

Character: Freddie Cobbs

Charlayne Woodard

Character: Bill's Woman

Omar Benjamin

Character: Ruben, Jr. (Toddler)

Julie Benz

Character: Laura

Robert Bradley

Character: Otis McClanahan

Michael Kenneth Williams

Character: Jimmy

Saul Williams

Character: Lonnie (War Veteran)

Delroy Lindo

Character: Mr. Lucious

Thomas Jefferson Byrd

Character: Numb Finger Pete

Kathleen Chalfant

Character: Mrs. Carmichael

Byanca Godwin

Character: Bill's Woman

Hill Harper

Character: Ruben Jr. (Adult)

Barry Shabaka Henley

Character: Shakey Winfield

Lou Myers

Character: Ol' Po Carl

Julanne Chidi Hill

Character: Jimmy Lee's Woman

Henry Simmons

Character: Jesse

Arista Pemberton

Character: Fish Fry Guest

Ron Kellum

Character: Fish Fry Guest

Muhammad Parks

Character: Fish Fry Guest

Ken Robertson

Character: Fish Fry Guest

Michelle Robinson

Character: Fish Fry Guest

Paula Brown

Character: Fish Fry Guest

Neisha Folkes-LeMelle

Character: Dancer at Maxie's

Stevie Ray Anthony

Character: Dancer at Maxie's

Carmen M. Chavez

Character: Dancer at Maxie's

Ryan Francois

Character: Dancer at Maxie's

Aakomon Jones

Character: Dancer at Maxie's

Autum Perry

Character: Dancer at Maxie's

Greg Poland

Character: Dancer at Maxie's

Indira Taylor

Character: Dancer at Maxie's

Eugene Lee

Character: Nanny's Birthday Party Guest

Ryan Michelle Bathe

Character: Nanny's Birthday Party Guest

Tracey Buckner

Character: Nanny's Birthday Party Guest

Roxanne Mayweather

Character: Nanny's Birthday Party Guest

Amad Jackson

Character: Alean's Boyfriend

Bob Tyrus

Character: Fish Sandwich Man

J.B. Williams

Character: Gambler

Lily Santiago

Character: Laura's Daughter

Trey Santiago-Hudson

Character: Laura's Son

Delandis

Character: Performer

Jana Thompson

Character: Hotel Receptionist in Toronto (uncredited)

Josef Cannon

Character: Headwaiter (uncredited)

Keith Tilque

Character: Fish Fry Guest (uncredited)

Blaise Brooks

Character: Party Guest (uncredited)