On a John Cusack kick:
High Fidelity (2000)
One of my favorite Cusack performances and films. Very funny. Music is great. The characters and settings really feel lived in. Jack Black and Todd Luiso are so great together. They steal every scene.
Grosse Pointe Blank (1997)
My favorite Cusack performance and film. I've loved this since I first saw it in high school and re-watched my VHS over and over. The writing is so sharp and the cast is pitch perfect from the stars to the day players. Cusack and Driver have great chemistry. There isn't a wasted scene, nor even a flat scene. Joan Cusack is just on fire. Alan Arkin's amazing as a scared and conflicted psychiatrist. My low-key favorite moment is when Cusack confronts Michael Cudlitz, the former school bully, at the reunion, and Cudlitz drunkenly pulling out a poem he wrote, saying, "These are my words." I added this to my Top 100 after rewatching.
Pushing Tin (1999)
And now one I hadn't seen before. This was interminable and yet I couldn't look away. Like a mysterious and frightening artifact from a lost civilization. It's so weird and so terrible, and yet...