Movies Like The Garry Shandling Show: 25th Anniversary Special

If you liked The Garry Shandling Show: 25th Anniversary Special (1986), a comedy and tv movie movie directed by Tom Trbovich, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Kevin Hart: I'm a Grown Little Man (2009)
★ 7.3/10Also comedy
Fresh off the heels of appearing in movies like Superhero Movie and The 40 Year-Old Virgin, fast-talking comedian Kevin Hart stars in this live stand-up performance where he makes fun of everything and everybody…
2
John Mulaney: Kid Gorgeous at Radio City (2018)
★ 7.9/10Also comedy and tv movie
John Mulaney relays stories from his childhood and "SNL," eviscerates the value of college and laments getting older in this electric comedy special.
3
Amazon Women on the Moon (1987)
★ 5.9/10Also comedy
Centered on a television station which features a 1950s-style sci-fi movie interspersed with a series of wild commercials, wacky shorts and weird specials, this lampoon of contemporary life and pop culture skewers some…
4
The Robot Chicken Walking Dead Special: Look Who's Walking (2017)
★ 7/10Also comedy and tv movie
Seth Green and Matthew Senreich serve up hilarious Walking Dead-inspired satire in this special featuring the zany stop-motion animation of Adult Swim’s “Robot Chicken.”
5
Monty Python Live at the Hollywood Bowl (1982)
★ 7.4/10Also comedy
Monty Python perform many of their greatest sketches at the Hollywood Bowl, including several from pre-Python days.
6
Dave Chappelle: Sticks & Stones (2019)
★ 7.5/10Also comedy and tv movie
Dave Chappelle takes on gun culture, the opioid crisis and the tidal wave of celebrity scandals in this defiant stand-up special.
7
Bill Burr: Drop Dead Years (2025)
★ 7.2/10Also comedy and tv movie
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
8
Jim Gaffigan: Mr. Universe (2012)
★ 6.8/10Also comedy and tv movie
Funnyman Jim Gaffigan offers up his unique take on everything from Disney World to overweight whales in this live show from Washington, D.C.
9
Gabriel Iglesias: Aloha Fluffy (2013)
★ 7/10Also comedy and tv movie
ALOHAAAAA! Internationally acclaimed comedian, Gabriel Iglesias, returns to Comedy Central with his latest stand-up special taped at Honolulu’s Hawaii Theatre Center. Watch as Fluffy brings the house down yet again in…
10
Louis C.K.: Shameless (2007)
★ 7.8/10Also comedy and tv movie
Louis C.K. is back on HBO in an ALL-NEW hour of raw no-holds-barred stand-up comedy! The creator and star of the 2006 comedy series Lucky Louie, performs in front of a live audience in LA at the Henry Fonda Theater…
11
Dave Chappelle: The Closer (2021)
★ 7.2/10Also comedy and tv movie
As he closes out his slate of comedy specials, Dave takes the stage to try and set the record straight — and get a few things off his chest.
12
The Kentucky Fried Movie (1977)
★ 6.2/10Also comedy
A series of loosely connected skits that spoof news programs, commercials, porno films, kung-fu films, disaster films, blaxploitation films, spy films, mafia films, and the fear that somebody is watching you on the…
13
UHF (1989)
★ 6.7/10Also comedy
The eccentric new manager of a UHF television channel tries to save the station from financial ruin with an odd array of programming.
14
Ricky Gervais: Mortality (2025)
★ 7/10Also comedy and tv movie
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
15
Norm Macdonald: Me Doing Standup (2011)
★ 7.7/10Also comedy
Norm MacDonald, the iconic anchor of SNL's "Weekend Update" and star of the cult classic Dirty Work, is back with a vengeance.
16
Louis C.K.: Hilarious (2010)
★ 7.8/10Also comedy and tv movie
In this unique and dynamic live concert experience, Louis C.K.'s exploration of life after 40 destroys politically correct images of modern life with thoughts we have all had...but would rarely admit to.
17
Chris Rock: Tamborine (2018)
★ 6.4/10Also comedy and tv movie
Chris Rock takes the stage for his first comedy special in 10 years, filled with searing observations on fatherhood, infidelity and American politics.
18
The Drawn Together Movie: The Movie! (2010)
★ 6.4/10Also comedy
When the mystery-solving musician Foxxy Love notices she and her fellow housemates can curse without being bleeped—something they've never been able to do before—she realizes their show has been canceled. Determined to…
19
Chris Rock: Selective Outrage (2023)
★ 6.2/10Also comedy
Chris Rock delivers an electric stand-up set on non-racist yoga pants, spoiling his kids, the Kardashians and his thoughts on the Will Smith fiasco.
20
Shane Gillis: Beautiful Dogs (2023)
★ 7/10Also comedy and tv movie
In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.