Suggestions by @jacknjellifydeeb

Jonti Picking

as President of Town in Homestar runner the movie

Score: +1

Strong Bad

as Strong Family Resemblance in Sort by Tropes

Score: +3

Strong Bad

as Libra (Headcanon) in Characters by Zodiac Sign

Score: +5

Professor Gerald Robotnik

as Strong Bad in If Celebrities Voiced Homestar Runner

Score: +1

Strong Bad

as Gary oldman in Villains Roles

Score: +1

Aardman Animations

as Animators in Homestar runner the movie

Score: +1

Will Smith

as Professor Gerald Robotnik in If Celebrities Voiced Homestar Runner

Score: +1

Aardman Animations

as Animators in If Celebrities Voiced Homestar Runner

Score: +1

Aardman Animations

as Animators Studio in Homestar runner the movie

Score: +1

Aardman Animations

as Studio in Homestar runner the movie

Score: +1

Aardman Animations

as Animators in Homestar runner the movie

Score: +1

Matt Chapman

as Producer in Homestar runner the movie

Score: +1

Hulk Hogan

as The Umpire in Homestar runner the movie

Score: +1

Idris Elba

as Strong Mad in Homestar runner the movie

Score: +1

Josh Gad

as Strong sad in Homestar runner the movie

Score: +1

Will Smith

as Professor Gerald Robotnik in Homestar runner the movie

Score: +1

Russell Crowe

as Professor Gerald Robotnik in Homestar runner the movie

Score: -1

John DiMaggio

as Strong bad in Homestar runner the movie

Score: +1

Bill Hader

as Homestar runner in Homestar runner the movie

Score: -2

Chris Pratt

as Homestar Runner in If Celebrities Voiced Homestar Runner

Score: +1