Suggestions by @fredericowhately
192 suggestions

Brad Williams
as Tiny Ewell in Infinite Jest

Neil Patrick Harris
as Eighties Bill in Infinite Jest

Matt Damon
as Varsity Tennis Coach in Infinite Jest

Matt Dillon
as Director of Composition in Infinite Jest

George Clooney
as Dean of Athletic Affairs in Infinite Jest

John Goodman
as Dean of Academic Affairs in Infinite Jest

Jeff Bridges
as Dean of Admissions in Infinite Jest

Nora Arnezeder
as Nurse Cathy in Infinite Jest

Peter Sarsgaard
as Roy Tony in Infinite Jest

Charlotte Rampling
as Mrs. Waite in Infinite Jest

Michelle Creber
as Ruth van Cleve in Infinite Jest

Rosario Dawson
as Lateral Alice Moore in Infinite Jest

Tom Hiddleston
as PN (Gately's Stepfather) in Infinite Jest

Chris Pine
as Charles Tavis in Infinite Jest

George MacKay
as Orin Incandenza in Infinite Jest

Alison Williams
as Joelle Van Dyne / Madame Psychosis in Infinite Jest

Wes Anderson
as Director in The Big Lebowski

Spike Jonze
as Director in The Big Lebowski

Irandhir Santos
as Jesus Quintana in The Big Lebowski

Zach Woods
as Niilista #3 in The Big Lebowski