Jason Schwartzman broke into film with
Rushmore, 1998, which I didn't see: the plot synopsis sounded decidedly creepy, not to mention obsessively heterosexist. A 15 year old boy tries to get with one of high school teachers, but she refuses to sexually assault him, so he fixes her up with his older buddy and finds an age-appropriate girlfriend. Shudder.
He played a few more disaffected, deviant, and dangerous teenagers, in Freaks and Geeks, Slackers, and Spun, then moved on to some well-received independents, such as I Heart Huckabees and The Grand Budapest Hotel
Looking through the list on the IMDB, I realize that out of Jason's 87 movies and tv shows, I've seen four:
Scott Pilgrim vs. the World, 2010: An adaption of the graphic novel, with Scott (Michael Cera, who I watched to see) trying to win the Girl of His Dreams by clobbering her evil exes. One is a girl; plus Scott has a gay roommate, played by Kieran Culkin. Jason plays one of the exes, Gideon G-Man Graves.
Wet Hot American Summer, 10 Years Later, 2017, reunites the gang from the movie and add some new characters, such as Deegs, "the new Andy" (Skyler Gisondo, who I watched to see). Jason plays Greg, the head boys' counselor at the summer camp.
In
The Righteous Gemstones Season 2, Jason plays Thaniel, a sleazy journalist digging up dirt about "sexual impropriety" among clergy. He is especially interested in taking down Eli Gemstone, the most famous televangelist and mega-church pastor in the world. Eli's children, hoping to talk him into backing off, go to his cabin, and find him shot to death! "Who killed Thaniel?" is one of the main mysteries of the season.
Jason plays a gay guy in Asteroid City, 2023: Augie Steenbeck, a World War II photojournalist who stars in the play based on the movie we're watching, and dates the playwright, I think. It's all very confusing, and not really worth it: the two are on stage for only about 30 seconds, and vanish after a single, so-distant-that-you-can-barely-see it kiss.
More Jason after the break