Movies Like The Annuity

If you liked The Annuity (2001), a tv movie and comedy movie directed by Wojciech Pszoniak, 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
Jack Whitehall: I'm Only Joking (2020)
★ 6.2/10Also comedy and tv movie
Jack Whitehall hits the stage with hilarious tales about happy couples, life in hotels, human stupidity and his well-traveled father.
2
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.
3
Gabriel Iglesias: Aloha Fluffy (2013)
★ 7.1/10Also 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…
4
Psych: The Movie (2017)
★ 7.2/10Also comedy and tv movie
The ambitious friends come together during the holidays after a mystery assailant targets one of their own. A comedic thrill-ride follows, as the wild and unpredictable Psych team pursues the bad guys, justice … and…
5
Clear History (2013)
★ 6.1/10Also comedy and tv movie
Nathan Flomm, in order to avoid the humiliation of having missed out on a hugely successful business, assumes a new identity on Martha's Vineyard. He plots revenge when his former business partner moves to the same town.
6
Demetri Martin: The Overthinker (2018)
★ 6.8/10Also comedy and tv movie
With his signature one-liners and drawings, Demetri Martin muses on doughnut holes, dogs, sports bars, the alphabet's most aggressive letters and more.
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
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.
9
Robin Williams: An Evening at the Met (1986)
★ 8.2/10Also comedy and tv movie
In this hilarious stand up comedy, Robin Williams is energetic, witty and again hilarious. It's the number one stand up comedy of all time.
10
Gabriel Iglesias: Hot and Fluffy (2007)
★ 7.6/10Also comedy and tv movie
Gabriel Iglesias is one of the fastest-rising comics today! With his unique brand of humor, lovable stage presence and wide range of voices and impressions, it's no wonder that he already has a huge fan following. Now…
11
7 Days in Hell (2015)
★ 6.5/10Also tv movie and comedy
A fictional documentary-style expose on the rivalry between two tennis stars who battled it out in a 1999 match that lasted seven days.
12
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.
13
Jack Whitehall: At Large (2017)
★ 6.9/10Also comedy and tv movie
Comedian Jack Whitehall takes the stage to tell stories about drinking, drugs, a Google Maps van and his ongoing rivalry with Robert Pattinson.
14
Die Hart (2023)
★ 5.9/10Also comedy
Kevin Hart - playing a version of himself - is on a death-defying quest to become an action star. And with a little help from John Travolta, Nathalie Emmanuel, and Josh Hartnett - he just might pull it off.
15
Ray Romano: Right Here, Around the Corner (2019)
★ 6.8/10Also comedy and tv movie
Ray Romano first cut his stand-up teeth at the Comedy Cellar in New York. Now, in his first comedy special in 23 years, he returns to where it all began.
16
Trevor Noah: I Wish You Would (2022)
★ 6.9/10Also comedy and tv movie
Emmy-winning comedian Trevor Noah talks learning German, speaking ill of the dead, judging people in horror movies and ordering Indian food in Scotland.
17
Nirvanna the Band the Show the Movie (2026)
★ 7.6/10Also comedy
When their plan to book a show at the Rivoli goes horribly wrong, Matt and Jay accidentally travel back to the year 2008.
18
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
19
Kevin James: Never Don't Give Up (2018)
★ 6.2/10Also comedy and tv movie
Kevin James makes his long-awaited return to stand-up in this family-friendly special, dishing on fatherhood, fans, his disdain for allergies and more.
20
Hard to Die (1990)
★ 6/10Also comedy
While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series…