Suggestions by @fredericowhately

Dave Bautista

as Don Gately in Infinite Jest

Score: 0

Jeffrey Cade Ross Brown

as Mario Incandenza in Infinite Jest

Score: -1

Joshua Orpin

as Orin Incandenza in Infinite Jest

Score: -1

Tim Robbins

as Jim Incandenza in Infinite Jest

Score: 0

Anna Gunn

as Avril Incandenza in Infinite Jest

Score: 0

Werner Herzog

as Director in Infinite Jest

Score: -2

Ryan Gosling

as Charles Tavis in Infinite Jest

Score: +1

Dave Bautista

as Don Gately in Infinite Jest

Score: +2

Owen Judge

as John Wayne in Infinite Jest (90s version)

Score: +1

Michelle Pfeiffer

as Avril Incandenza in Infinite Jest (90s version)

Score: +1

Harris Dickinson

as John Wayne in Infinite Jest

Score: +1

Seth Green

as Bruce Green in Infinite Jest

Score: +1