Suggestions by @jamesthethinker

Joel Crawford

as Director in Sly Cooper Movie Trilogy

Score: +1

Reginald VelJohnson

as Guru in Sly Cooper Movie Trilogy

Score: +1

Sean Gunn

as Sir Raleigh in Sly Cooper Movie Trilogy

Score: +1

Anika Noni Rose

as Mz. Ruby in Sly Cooper Movie Trilogy

Score: +2

Chris Lord and Phil Miller

as Director in Sly Cooper Movie Trilogy

Score: +1

Winston Duke

as Murray in Sly Cooper Movie Trilogy

Score: +1

KJ Apa

as Sly Cooper in Sly Cooper Movie Trilogy

Score: 0

Diane Guerrero

as Inspector Carmelita Montoya Fox in Sly Cooper Movie Trilogy

Score: +1

Simu Liu

as Bentley in Sly Cooper Movie Trilogy

Score: +2

Basil Rathbone

as Guy Ritchie in The Collabs We Didn't Get

Score: +1

John Myhre

as Production Designer in Figment

Score: +2

John Krasinski

as Director in Figment

Score: +1

Chris Columbus

as Executive Producer in Figment

Score: +1

Eric Idle

as Dr. Nigel Channing in Figment

Score: +1

Tom Holland

as Figment in Figment

Score: +1

'Weird Al' Yankovic

as Figment in Figment

Score: +2

Steve Carell

as Figment in Figment

Score: +1

Jaleel White

as Figment in Figment

Score: +2

Nate Torrence

as Figment in Figment

Score: +2

Dave Goelz

as Figment in Figment

Score: +1