With seven decades in film and television, Clint Eastwood is undeniably a Hollywood institution. Emerging first as a star in Westerns, then as the embattled cop in the Dirty Harry films, the ninety-five-year-old filmmaker has directed forty features and appeared in more than sixty. The film critic Richard Brody just reviewed a new biography of Eastwood. “What fascinated me above all are the origins of Clint Eastwood-ness—the way he had an aura that preceded him before his career in movies.” Brody joins David Remnick to pick three of the films that set Eastwood apart as an artist: “Play Misty for Me,” his 1971 directorial début; “Bird,” his bio-pic about Charlie Parker; and “Sully,” starring Tom Hanks as the heroic pilot Chesley Sullenberger.

Florida Governor Ron DeSantis has shown himself uniquely skilled at attracting attention beyond the borders of his home state.  Just this month, DeSantis blocked state funds for the Tampa Bay Rays stadium after players voiced support for gun control in the wake of the mass shooting in Uvalde, Texas.  He’s also continuing a fight to punish the Disney Corporation for criticizing Florida’s so-called Don’t Say Gay law.  An Ivy League-educated anti-élitist firebrand, he is willing to pick a fight with anyone—reporters, health officials, teachers, Mickey Mouse—to grab a headline. DeSantis “practically radiates ambition,” the staff writer Dexter Filkins tells David Remnick. “He sounds like Trump, except that he speaks in complete sentences. … He’s very good at staking out a position and pounding the table and saying, I’m not giving in to the liberals in the Northeast.” Yet despite having been anointed by Donald Trump in his primary election, DeSantis has refused to “kiss the ring,” and many see DeSantis as a possible opponent to Trump in a 2024 Republican primary.

Michael R. Jackson’s Tony and Pulitzer Prize-winning musical “A Strange Loop” features a Black queer writer named Usher, who works as an usher, struggling to write a musical about a Black queer writer. Jackson’s work tackles the terror of the blank page alongside the terrors of the dating scene, and it speaks in frank and heartbreaking terms about Usher’s attempt to navigate gay life among Black and white partners. Hilton Als talked with Jackson about how he found inspiration in his own experience seeking identity and community. “I started writing the original monologue—building a sort of life raft for myself—to understand myself,” Jackson said. “It wasn’t until I got to a place of understanding that in my life I was caught up in a loop of self-hatred, that I could see what Usher’s problem was, and therefore what the structure of the piece was that would lead him out of that and into a better place.”

“A Strange Loop” is playing now at the Lyceum Theatre, on Broadway.