Daphne Reid and Richard Roundtree in The Fresh Prince of Bel-Air (1990)

Will Smith and Richard Roundtree in The Fresh Prince of Bel-Air (1990)

Will Smith, Alfonso Ribeiro, and Richard Roundtree in The Fresh Prince of Bel-Air (1990)

Richard Roundtree in Being Mary Jane (2013)

Samuel L. Jackson, Busta Rhymes, and Richard Roundtree in Shaft (2000)

Richard Dean Anderson and Richard Roundtree in MacGyver (1985)

Bill Cobbs, J.A. Preston, and Richard Roundtree

Ben Gazzara and Richard Roundtree in Inchon (1981)

Laurence Olivier and Richard Roundtree in Inchon (1981)

Thomas Haden Church, Leslie Mann, Abraham Benrubi, Michael Chinyamurindi, Greg Cruttwell, and Richard Roundtree in George of the Jungle (1997)

Richard Roundtree in George of the Jungle (1997)

Matthew Glave, Chris Kattan, and Richard Roundtree in Corky Romano (2001)

Richard Roundtree and June Squibb in Thelma (2024)

Richard Roundtree in TCM Remembers 2023 (2023)

Peter O'Toole and Richard Roundtree in Man Friday (1975)

Neda Arneric and Richard Roundtree in Shaft in Africa (1973)

Richard Roundtree and Leslie Uggams in Roots (1977)

Taraji P. Henson and Richard Roundtree in What Men Want (2019)

Marlon Wayans and Richard Roundtree in The Wayans Bros. (1995)

Samuel L. Jackson, Christian Bale, Toni Collette, Vanessa Williams, Richard Roundtree, and Jeffrey Wright in Shaft (2000)