Here's a list I compiled of themes I'd find interesting. Some of these are odd and would probably sell poorly and be a bad business decision for Stern. But I'd happily put any of these in my basement.
Generally, I see these as current classics, cult classics, and things that will age well.
Blade Runner, original
Tron, original
Monty Python (MM, I know)
Fight Club
Archer
Clerks
Pulp Fiction, Reservoir dogs or maybe Quentin Tarantino overall?
Evil Dead / Army of Darkness
Shaun of the Dead
Princess Bride
SNL
Office Space
Mr. Robot
Portal
LED Zeppelin
Beatles
Bob Marley
Bob Dylan
Grateful Dead
Alfred Hitchcock
Ex machina
Mel Brooks movies
Beastie Boys
These are probably too bizarre, but I'll include these here just for me:
Avett Brothers
Blues, King Biscuit Flour Hour
Deathrace 2000
Raising Arizona
Frank Lloyd Wright
Tesla
Stanley Kubrick
Spaced
Vincent Van Gogh
Mystery Science Theater 3000
Standup comedy, not sure how this would work in pinball, but my favorites are: Andy Kaufman, Reggie Watts, Sarah Silverman, Mitch Hedberg, Richard Pryor, George Carlin, Bo Burnham, Eddie Izzard