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 Denzel Washington
Training Day · Glory · Malcolm X · Remember the Titans
medium
Starring Scarlett Johansson
Marriage Story · Jojo Rabbit · Match Point · Vicky Cristina Barcelona
hard
Time loop films
Groundhog Day · Edge of Tomorrow · Palm Springs · Source Code
Each film traps its protagonist in a time loop, forcing them to relive the same period repeatedly: Phil Connors' endless Groundhog Day, Cage's combat-day reset in Edge of Tomorrow, Nyles and Sarah's Palm Springs wedding-weekend loop, and Colter Stevens' eight-minute train-bombing simulation in Source Code.
tricky
The protagonist is a con artist or imposter
Catch Me If You Can · The Talented Mr. Ripley · Matchstick Men · Paper Moon
In each film, the protagonist's entire existence depends on sustained deception: Frank Abagnale's multi-year impersonation spree in Catch Me If You Can, Tom Ripley's stolen identity across Italian high society in The Talented Mr. Ripley, Roy Waller's long con in Matchstick Men, and Moses Pray's Depression-era Bible-selling grift in Paper Moon.