Spoilers ahead: for the puzzle and the movies/games
This page reveals all categories and answers for this puzzle. It also discusses plot details, story endings, and other spoilers for some of the movies/games shown.
easy
Starring Will Smith
Men in Black · Hitch · The Pursuit of Happyness · King Richard
medium
Directed by the Coen Brothers
Fargo · The Big Lebowski · No Country for Old Men · Inside Llewyn Davis
hard
Films with an unreliable narrator
The Usual Suspects · Fight Club · Shutter Island · Atonement
In each film the narrator can't be trusted: Verbal Kint fabricates his entire testimony in The Usual Suspects, the split identity in Fight Club rewrites everything you thought you saw, Teddy Daniels is his own delusion in Shutter Island, and Briony misremembers what she witnessed in Atonement. The ending changes the film you just watched.
tricky
Title contains a number spelled out as a word
One Flew Over the Cuckoo's Nest · Ocean's Eleven · Three Billboards Outside Ebbing, Missouri · Twelve Angry Men
One, Eleven, Three, Twelve: each title hides a number written as a word rather than a digit. Players often hunt for thematic or cast connections before noticing the surface-level wordplay hiding in plain sight