S. Epatha Merkerson

Rachel 'Nanny' Crosby

Marcus Carl Franklin

Ruben Santiago Jr.

Yasiin Bey

The Bandleader

Carmen Ejogo

Alean

Louis Gossett Jr.

Ol'lem Taylor

Macy Gray

Pauline

Terrence Howard

Bill Crosby

Ernie Hudson

Dick Barrymore

Rosie Perez

Bertha

Liev Schreiber

Ulysses Ford

Jimmy Smits

Ruben Santiago Sr.

Patricia Wettig

Laura's Mother

Jeffrey Wright

Mr. Paul

Adina Porter

Ricky

Bill Simms Jr.

Self

Ruben Santiago-Hudson

Freddie Cobbs

Charlayne Woodard

Bill's Woman

Omar Benjamin

Ruben, Jr. (Toddler)

Julie Benz

Laura

Robert Bradley

Otis McClanahan

Michael Kenneth Williams

Jimmy

Saul Williams

Lonnie (War Veteran)

Delroy Lindo

Mr. Lucious

Thomas Jefferson Byrd

Numb Finger Pete

Kathleen Chalfant

Mrs. Carmichael

Byanca Godwin

Bill's Woman

Hill Harper

Ruben Jr. (Adult)

Barry Shabaka Henley

Shakey Winfield

Lou Myers

Ol' Po Carl

Julanne Chidi Hill

Jimmy Lee's Woman

Henry Simmons

Jesse

Arista Pemberton

Fish Fry Guest

Ron Kellum

Fish Fry Guest

Muhammad Parks

Fish Fry Guest

Ken Robertson

Fish Fry Guest

Michelle Robinson

Fish Fry Guest

Paula Brown

Fish Fry Guest

Neisha Folkes-LeMelle

Dancer at Maxie's

Stevie Ray Anthony

Dancer at Maxie's

Carmen M. Chavez

Dancer at Maxie's

Ryan Francois

Dancer at Maxie's

Aakomon Jones

Dancer at Maxie's

Autum Perry

Dancer at Maxie's

Greg Poland

Dancer at Maxie's

Indira Taylor

Dancer at Maxie's

Ryan Michelle Bathe

Nanny's Birthday Party Guest

Tracey Buckner

Nanny's Birthday Party Guest

Roxanne Mayweather

Nanny's Birthday Party Guest

Amad Jackson

Alean's Boyfriend

Bob Tyrus

Fish Sandwich Man

J.B. Williams

Gambler

Lily Santiago

Laura's Daughter

Trey Santiago-Hudson

Laura's Son

Delandis

Performer

Jana Thompson

Hotel Receptionist in Toronto (uncredited)

Josef Cannon

Headwaiter (uncredited)

Keith Tilque

Fish Fry Guest (uncredited)

Blaise Brooks

Party Guest (uncredited)

Eugene Lee

Nanny's Birthday Party Guest