Suggestions by @optimistic_writer

Sting

as John Constantine in Constantine (1986)

Hansford Rowe

as Frank Pedrosa in Collateral (1975)

George DiCenzo

as Richard Weidner in Collateral (1975)

Yaphet Kotto

as Daniel Baker in Collateral (1975)

Bruce Dern

as Ray Fanning in Collateral (1975)

Beah Richards

as Ida in Collateral (1975)

Jeannie Bell

as Annie Farrell in Collateral (1975)

Cleavon Little

as Max in Collateral (1975)

Clint Eastwood

as Vincent in Collateral (1975)

Lalo Schifrin

as Composer in Collateral (1975)

Don Siegel

as Producer in Collateral (1975)

Carl Pingitore

as Producer in Collateral (1975)

Harry Julian Fink

as Writer in Collateral (1975)

Dean Riesner

as Writer in Collateral (1975)

Don Siegel

as Director in Collateral (1975)

Nunnally Johnson

as Writer in Chicago (1947)

Nunnally Johnson

as Producer in Chicago (1947)

Alfred Newman

as Composer in Chicago (1947)

Howard Keel

as Billy Flynn in Chicago (1947)

Jane Russell

as Velma Kelly in Chicago (1947)