Suggestions by @user_36817

Larenz Tate

as Berry Gordy in Michael Jackson Biopic

Phylicia Rashād

as Katherine Jackson in The People v. Michael Jackson (American Crime Story: Season 4)

Courtney B. Vance

as Don King in Baddest Man on The Planet

Jamie Foxx

as Mike Tyson in Baddest Man on The Planet

Charlamagne tha God

as Paul Mooney in The Story of Saturday Night Live

Zosia Mamet

as Laraine Newman in The Story of Saturday Night Live

Jennifer Morrison

as Jane Curtin in The Story of Saturday Night Live

Karla Souza

as Gilda Radner in The Story of Saturday Night Live

Nelson Franklin

as Dan Aykroyd in The Story of Saturday Night Live

Charlamagne tha God

as Paul Mooney in Richard Pryor

Bryshere Y. Gray

as Shawn Carter in The Destiny's Child Story

Michael B. Jordan

as Rick James in Rick James Biopic

Kiandra Richardson

as Whitney Houston in Whitney

Shannon Thornton

as Whitney Houston in Whitney

Laura Harrier

as Whitney Houston in Whitney