It takes a precise strain of Los Angeles magic for a rainy Saturday night to end with Adam Sandler and Timothée Chalamet getting their asses handed to them in a high school gym.
Officially billed as the Sandler x Chalamet Conversation and Pickup Basketball Event, it provided more than clever branding for an awards event for “Jay Kelly” and “Marty Supreme,” respectively. It was a reminder of how strange and rare these moments of genuine, unpolished creative conversation can be in the middle of an industry obsessed with polish.
To be clear, the evening will produce a polished product: It was a live taping of Vanity Fair’s Scene Selections series. However, an event like this is usually held at the Academy or a studio theater; this one was a pep rally.
A DJ pumped up the room. There were cheerleaders. Branded Sandler x Chalamet hats tossed around like school spirit merch. There was no red carpet, no step and repeat or press line. Just fans, family, friends, and a few familiar faces watching two generational talents roast, praise, dissect, and admire each other’s work like we somehow wandered into their private creative exchange.
Sandler and Chalamet came through the cheerleader tunnel like they were being announced at homecoming, The crowd, naturally, ate it up. Sandler kissed his wife and daughters. Chalamet worked the line with his soft, almost shy warmth. They stopped to greet the VIP rows, where Kid Cudi got one of the biggest reactions followed by Josh Safdie.
Honestly, Sandler and Chalamet talked about their “Uncut Gems” and “Marty Supreme” director so much he could have been the third guest onstage. The room felt like a strange hybrid of a movie premiere, a family gathering, and a school assembly held for two gifted kids who accidentally became superstars.
They kicked things off with SNL clips, which launched stories of breaking on camera which, as Sandler reminded everyone, SNL then regarded as a cardinal sin. He credited “The Carol Burnett Show” for shaping his instincts, particularly Tim Conway’s mission to make Harvey Korman lose composure every week. Chalamet said it still feels surreal that he performed sketch comedy live on Studio 8H at all.
Then came the deep dives. Sandler told the story of Paul Thomas Anderson showing up to his house with the “Punch-Drunk Love” script tied with a bow, asking if he could stay while Adam read it.
Chalamet, who wrapped “Dune” Part Three” only four days earlier, said making the “Dune” films are some of his greatest memories and most formative creative experiences. He shared a clip of watching his character Paul Atreides give a speech in a fabricated language to hundreds of extras.
Sandler stared at him like a proud uncle. “Every extra on that set must have been thinking, ‘What the fuck is happening,’” he said.
Sandler talked about Noah Baumbach writing the “Jay Kelly” part of manager Ron Sukenick for him, casually dropping that his client would be George Clooney. Adam shared a handful of Clooney memories, including the time he dragged the entire SNL cast to a YMCA to play basketball, Chris Farley included. Chalamet joked about what he will be like at 45. Sandler said, “Do me one favor. Please put on 12 pounds.”
Chalamet broke down the look of Marty Supreme, saying Safdie wanted a very specific physical presence: Two hours of fake pockmarks. Beady contacts. Real glasses layered on top, creating a fishbowl effect.
For the finale, chairs and lights were rolled off the basketball court and suddenly the gym was a gym again. Sandler and Chalamet challenged two very determined young men to a half-court, two-on-two game. Fairfax students or undercover phenoms? Unclear, but as they beat the living hell out of two millionaires the room went feral. Sandler and Chalamet wrapped the night by pulling the entire gym into a giant group selfie.
Walking back into the rain, I just laughed. I spent an hour listening to two icons and awards contenders talk openly about creativity, fear, risk, and the absurdity of their careers. Then I watched those same icons get absolutely worked on a basketball court by a pair of kids who did not give a single shit about their resumes.
No respect on the court. All the love in the room. Fairfax High School gymnasium felt like the most intimate screening room in the city.
Ridiculous. Human. And the perfect Saturday night.