In the late 1980s, comedian Garry Shandling was a recurring guest host on Johnny Carson’s The Tonight Show. His work didn’t get him Carson’s chair, but NBC was impressed enough with his hosting abilities to offer him David Letterman’s seat when Letterman left Late Night. Ultimately, Shandling—who passed away unexpectedly in 2016—decided against taking NBC’s reported $5 million a year offer, forcing the network to famously go with a "30-year-old unknown comedy writer" named Conan O'Brien instead.
When CBS offered Shandling its own 12:35 a.m. slot soon after, the comedian realized he wasn’t someone that wanted—or needed—to be on TV every night. Instead, Shandling co-created The Larry Sanders Show with Dennis Klein, an HBO series that deftly parodied late night talk shows. Here are 15 things you might not know about the groundbreaking series, which debuted 25 years ago.
1. GARRY SHANDLING GOT THE IDEA FOR LARRY SANDERS FROM HIS PREVIOUS SHOW.
Concurrently with his guest hosting of The Tonight Show, Shandling starred in Showtime’s It’s Garry Shandling’s Show from 1986 to 1990, where the comedian played himself, often addressing both the studio audience and the camera directly. In an episode where Garry was a guest on a morning talk show (“Take My Girlfriend, for Example”), he realized that there could be a whole other show told from the television personality’s point of view.
2. JEFFREY TAMBOR MADE A DESPERATE MOVE TO GET THE ROLE OF HANK KINGSLEY.
After having what he felt was a good audition, Jeffrey Tambor found himself uncharacteristically calling Shandling hours later, saying that he really wanted to play his sidekick. Shandling told him that calling after an audition is exactly something Hank Kingsley would do.
3. ALBERT BROOKS'S DEFENDING YOUR LIFE GOT RIP TORN THE ROLE OF ARTIE.
Executive producer Peter Tolan thought lawyer Bob Diamond, the character Torn played in Defending Your Life, was similar to what they were looking for with Larry Sanders’ producer character, Artie. When Torn and Shandling first met, Torn wouldn’t read the script until the two first had some idle chatter.
4. THE "HEY NOW" EPISODE WAS ACTUALLY THE FIRST EPISODE WRITTEN AND PRODUCED.
When The Larry Sanders Show was on Netflix, “Hey Now” was correctly listed first. But when it originally aired on HBO, it was the last episode shown in the first season. Shandling credited Dennis Klein as the person who came up with Hank Kingsley’s classic Ed McMahon-ism.
5. THE CINEMATOGRAPHER SHOT ON ROLLER SKATES.
The talk show-within-the-show scenes were shot on four video cameras, and shown once a month to a studio audience. The scenes outside of the talk show were shot on film with three cameras in operation at once, with cinematographer Peter Smokler backpedaling on roller skates to shoot the walk-and-talks up and down the studio hallways.
6. THE ACTORS GOT TIRED OF CLEANING UP THEIR LANGUAGE.
Up until the halfway point of season two, actors would record a second take of finished scenes without cursing, so someday it could be shown in non-cable syndication. But they eventually grew tired of the extra work, leading to messier edits down the line when it was broadcast on IFC and Bravo.
7. EDDIE MURPHY WAS THE FIRST CHOICE TO PLAY THE GUEST ON HANK KINGSLEY’S HOSTING EPISODE.
The part in “Hank’s Night In The Sun” ended up being filled by Cheers star George Wendt.
8. JEREMY PIVEN LEFT THE SHOW TO STAR IN P.C.U.
Jeremy Piven, who played Sanders' head writer Jerry, was written off the show in the early season two episode “Larry’s Birthday.” Piven received Shandling’s blessing to leave. When his movie career didn’t get off the ground, he co-starred on the sitcom Ellen.
9. JANEANE GAROFALO LEFT LARRY SANDERS TO JOIN SNL.
Mary Lou Collins (played by Mary Lynn Rajskub) was promoted to the role of booker when Janeane Garofalo's Paula character was written off the show. Garofalo lasted less than one season on SNL, and later admitted that she regretted leaving Larry Sanders.
10. DAVID DUCHOVNY’S ATTRACTION TO LARRY WAS DUCHOVNY’S IDEA.
The X-Files star pitched the idea of his being sexually attracted to Sanders while the two were playing basketball.
11. SHANDLING WROTE THE JOKES MAKING FUN OF HIMSELF.
In the series finale, “Flip,” Sean Penn rips on Garry Shandling to Larry Sanders—which is the only time Shandling is ever referenced in the series. (Penn and Shandling had just worked together on the film version of Hurlyburly.) Shandling told The New York Times that he is the one who wrote the jokes about himself, as ''Nobody can write better jokes putting me down than me ... I know how to destroy myself."
12. DAVID LETTERMAN THOUGHT IT WAS VERY REALISTIC.
Letterman once told Shandling, “This show is like every day of my life.”
13. JOHNNY CARSON WAS SHANDLING'S DREAM GUEST.
While Shandling wasn't able to make a Carson cameo happen, he was told that Carson was a fan of The Larry Sanders Show.
14. BEFORE AGREEING TO PLAY BRIAN, SCOTT THOMPSON MADE SHANDLING AGREE TO THREE CONDITIONS.
The Kids in the Hall star said he wanted Hank Kingsley’s new assistant to actually like his boss (unlike everyone else), to not be flamboyant in his homosexuality, and to be Canadian.
15. IT FEATURED JUDD APATOW’S DIRECTORIAL DEBUT.
Judd Apatow was a writer and producer on The Larry Sanders Show when he directed the episode “Putting the ‘Gay’ Back in Litigation.”