Macaulay Culkin

Character: Richie Rich

John Larroquette

Character: Lawrence Van Dough

Edward Herrmann

Character: Richard Rich

Christine Ebersole

Character: Regina Rich

Jonathan Hyde

Character: Herbert Cadbury

Michael Maccarone

Character: Tony

Joel Robinson

Character: Omar

Jonathan Hilario

Character: Pee Wee

Rory Culkin

Character: Young Richie

Michael McShane

Character: Professor Keenbean

Chelcie Ross

Character: Ferguson

Mariangela Pino

Character: Diane Pazinski

Stephi Lineburg

Character: Gloria Pazinski

Reggie Jackson

Character: Baseball Coach

Claudia Schiffer

Character: Aerobics Instructor

Ben Stein

Character: School Teacher

Rachel Stephens

Character: Richie's Secretary

Frank Welker

Character: Special Vocal Effects (voice)

Wanda Christine

Character: Newswoman at Factory

Stacy Logan

Character: Nash

Eddie Bo Smith Jr.

Character: Ambler

Rob Riley

Character: President

David Fawcett

Character: Chauffeur

Dawn Maxey

Character: Van Dough's Secretary

Ben Stein

Character: Teacher

Diann Burns

Character: Newscaster

Sean A. Tate

Character: Reynolds