Suggestions by @tykelwilliams

Terrence Howard

as Barry hankerson in Aaliyah

Score: +3

Tika Sumpter

as Fatima Robinson in Aaliyah

Score: +2

Janelle Monáe

as Fatima Robinson in Aaliyah

Score: +4

Columbus Short

as Timbaland in Aaliyah

Score: -1

Chance the Rapper

as Timbaland in Aaliyah

Score: +3

Lance Gross

as R.Kelly in Aaliyah

Score: +8

Aldis Hodge

as R.Kelly in Aaliyah

Score: +3

Danielle Brooks

as Missy Elliott in Aaliyah

Score: +3

Amber Riley

as Missy Elliott in Aaliyah

Score: +2

Ester Dean

as Missy Elliott in Aaliyah

Score: +5

Phylicia Rashād

as Mintis in Aaliyah

Score: +2

Lonette McKee

as Mintis in Aaliyah

Score: +3

Debbie Allen

as Mintis in Aaliyah

Score: +1

Marcus Scribner

as Rashad Haughton in Aaliyah

Score: +1

Roshen Fegan

as Rashad Haughton in Aaliyah

Score: +1

Mario Van Peebles

as Michael Haughton in Aaliyah

Score: +1

Charles S. Dutton

as Michael Haughton in Aaliyah

Score: +1

Dennis Haysbert

as Michael Haughton in Aaliyah

Score: +1

Wood Harris

as Michael Haughton in Aaliyah

Score: +2

Tammy Townsend

as Diane Haughton in Aaliyah

Score: 0