Anyway, our conversation included some of my standard movies: The Lord of the Rings (all extended with The Fellowship of the Ring being my favorite of the three), The Dark Knight, Captain America: The Winter Solider, Empire Strikes Back and the original Star Wars film (A New Hope), Raiders of the Lost Ark and Indiana Jones and the Last Crusade, Guardians of the Galaxy, Star Trek II: The Wrath of Khan (and then The Voyage Home, The Undiscovered Country, and First Contact), The Hunt for Red October, The Fifth Element, 2010, Apollo 13, and The Matrix. If you need any explanation for any of them, let me know; I would happy to talk to you about them for hours.
As I've thought about it, there are some other movies that I feel should be added to this list:
Silverado - the all-time greatest Western; I will fight you if you believe otherwise
Sliding Doors - a romantic comedy with a sci-fi twist
The Princess Bride - I don't know why it didn't come up in the original conversation
Star Dust - it has a Princess Bride vibe
Once Upon a Deadpool - the underrated sequel to The Princess Bride
Fools Rush In - this is a charming and underappreciated rom-com
Pirates of the Caribbean - Just the first one
Hot Fuzz - the all-time greatest buddy cop movie; see note on Silverado
The Truman Show - my favorite Jim Carrey movie
Groundhog Day - I can see this one over and over again
The Forbidden Planet - a favorite of my fathers that I came to appreciate on my own as it is an adaptation of Shakespeare's The Tempest
Die Hard, Live Free or Die Hard, and Red - the best of Bruce Willis after The Fifth Element
Mulan, Moana, Aladdin, and Hunchback of Notre Dame - in that order
Harry Potter 3, 6, and 4 - in that order
Star Trek Beyond - the best of the rebooted Star Treks
Ghost Busters - another one that should have been in the original conversation
An American President - which would become the basis for The West Wing TV show
There's more, but I can say that any of the above movies are ones that if someone says they haven't seen it and would like to, I'm ready to pop the DVD in right away.