Ed Wood vs Tommy Wiseau
Machiavelli vs Aristotle (with Plato, then Descartes and finally Kant) (corrupt political philosopher battling ancient/modern philosophers in a fight of morality as a gauntlet like Trump vs Scrooge/Alexander vs Ivan) (+further explanations)
Ed, Edd N Eddy vs The Three Stooges
Rod Serling vs Alfred Hitchcock (The Twilight Zone vs Alfred Hitchcock Presents) "Masters of Suspense"
Ralph Bakshi ranking fanmade thumbnail
Don Bluth Ranking fanmade thumbnail
Fanmade thumbnail for Warner Bros. animated films ranking
Miyamoto vs Miyazaki
Finding Nemo vs Saving Private Ryan
The Great Gatsby vs Citizen Kane
Judas vs Brutus
L vs W
Harry Truman vs Volodymyr Zelenskyy (Normal and grounded people-turned world leaders who had to deal with some of the most difficult decisions any president before them had to deal with amidst ongoing war conflicts)
Fritz vs Conker (Fritz the Cat vs Conker's Bad Fur Day) "Ain't for the kids"
I always found it interesting that Jimmy McGill/Saul Goodman never died.
Impractical Jokers vs The Marx Brothers
R. L. Stine vs. H. P. Lovecraft
Oh boy, I sure hope the comments aren’t completely unreasonable-
Joe Rogan vs Howard Stern
Richard Linklater Ranking fanmade thumbnail
If Schaff reviewed Son of the Mask, aka the 8th Level of Hell as a movie
Peacemaker vs Henry Kissinger (Peacekeeping diplomats who want to achieve peace at any means necessary, even if it means killing people for it)
Seth MacFarlane vs Ralph Bakshi
Frida Kahlo vs Vincent Van Gogh. Perhaps?
Madonna vs Rihanna