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Movies like Insecurity Questions (2019)

The best movies like Insecurity Questions (2019) are Road Trip (2000), The League of Gentlemen (1960) and In Time (2011). If Insecurity Questions hooked you, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Road Trip (2000)

    After a student at the University of Ithaca films his one-night stand with a beautiful sorority girl, he discovers one of his friends has accidentally mailed the homemade sex tape to his girlfriend in Austin. In a frenzy, he must borrow a car and hit the road in a desperate bid to intercept the tape.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  2. The League of Gentlemen (1960)

    Involuntarily-retired Colonel Hyde recruits seven other dissatisfied ex-servicemen for a special project. Each of the men has a skeleton in the cupboard, is short of money, and is a service-trained expert in his field. The job is a bank robbery, and military discipline and planning are imposed by Hyde and second-in-command Race on the team, although civilian irritations do start getting in the way.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  3. In Time (2011)

    In the not-too-distant future, the aging gene has been switched off. To avoid overpopulation, time has become the currency and the way people pay for luxuries and necessities. The rich can live forever, while the rest struggle to negotiate for their immortality. A poor young man who suddenly comes into a fortune of time finds himself on the run from a corrupt police force known as the "time keepers".

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  4. The Lookout (2007)

    Chris is a once promising high school athlete whose life is turned upside down following a tragic accident. As he tries to maintain a normal life, he takes a job as a janitor at a bank, where he ultimately finds himself caught up in a planned heist.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  5. The Back-Up Plan (2010)

    When Zoe tires of looking for Mr. Right, she decides to have a baby on her own. But on the day she's artificially inseminated, she meets Stan, who seems to be just who she's been searching for all her life. Now, Zoe has to figure out how to make her two life's dreams fit with each other.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  6. Free Guy (2021)

    A bank teller discovers he is actually a background player in an open-world video game, and decides to become the hero of his own story. Now, in a world where there are no limits, he is determined to be the guy who saves his world his way before it's too late.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  7. Bank of Dave (2023)

    The true story of how Dave Fishwick, a working class man and self-made millionaire, fought to set up a community bank so that he could help the local businesses of Burnley not only survive, but thrive. In his bid to help his beloved community, he has to take on the elitist financial institutions of London and fight to receive the first, new banking license to be issued in over 100 years.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  8. The AI Doc: Or How I Became an Apocaloptimist (2026)

    A father-to-be tries to figure out what is happening with all this AI insanity, and explores the most powerful technology humanity has ever created... and what's at stake if we get it wrong.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  9. Machine-Gun Kelly (1958)

    George Kelly is angry at the world and scared to death of dying. A career bank robber, Kelly gets his confidence from his Thompson SMG and his girl Flo. After a botched robbery, Flo, Kelly and his gang try their hand at a more lucrative job: kidnapping.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  10. Carry On Sergeant (1958)

    Sergeant Grimshawe wants to retire in the flush of success by winning the Star Squad prize with his very last platoon of newly called-up National Servicemen. But a motley bunch they turn out to be, and it's up to Grimshawe to put the no-hopers through their paces.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  11. Cellular (2004)

    A young man receives an emergency phone call on his cell phone from an older woman. She claims to have been kidnapped – and the kidnappers have targeted her husband and child next.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  12. The Hill (2023)

    The story of Rickey Hill, who overcomes his physical disability and repairs his relationship with his father in a quest to become a major league baseball (MLB) player.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  13. The Million Pound Note (1954)

    An impoverished American sailor is fortunate enough to be passing the house of two rich gentlemen who have conceived the crazy idea of distributing a note worth one million pounds. The sailor finds that whenever he tries to use the note to buy something, people treat him like a king and let him have whatever he likes for free. Ultimately, the money proves to be more troublesome than it is worth when it almost costs him his dignity and the woman he loves.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  14. Stark Raving Mad (2002)

    A crook quietly plots his revenge against the boss who murdered his brother while working for him.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  15. The Fastest Gun Alive (1956)

    Whenever it becomes known how good he is with guns, ex-gunman George and his wife Dora have to flee the town, in fear of all the gunmen who might want to challenge him. Unfortunately he again spills his secret when he's drunk. All citizens swear to keep his secret and support him to give up his guns forever -- but a boy tells the story to a gang of wanted criminals. Their leader threatens to burn down the whole town, if he doesn't duel him.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  16. They Live by Night (1949)

    An escaped convict, injured during a robbery, falls in love with the woman who nurses him back to health, but their relationship seems doomed from the beginning.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  17. American Madness (1932)

    Socially-conscious banker Thomas Dickson faces a crisis when his protégé is wrongly accused of robbing the bank, gossip of the robbery starts a bank run, and evidence suggests Dickson's wife had an affair... all in the same day.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  18. Ladies They Talk About (1933)

    A moll, imprisoned after participating in a bank robbery, helps with a breakout plot.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  19. Ted 2 (2015)

    Newlywed couple Ted and Tami-Lynn want to have a baby, but in order to qualify to be a parent, Ted will have to prove he's a person in a court of law.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  20. Seems Like Old Times (1980)

    After being falsely accused of robbing a bank, a writer seeks the help of his lawyer ex-wife to clear his name. However, hilarity ensues when he must hide from her husband, who’s throwing a party for law enforcement officials.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this

Like Insecurity Questions and something else?

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Frequently asked questions

What are the best movies like Insecurity Questions?

The closest matches to Insecurity Questions are Road Trip (2000), The League of Gentlemen (1960) and In Time (2011). Below are 17 more, each with the reason it matches.

What should I watch after Insecurity Questions?

Start with Road Trip (2000), the closest match to Insecurity Questions.

What is the highest-rated movie like Insecurity Questions?

The Hill (2023), rated 7.7/10 by 327 TMDB users.

What is the newest movie like Insecurity Questions?

The AI Doc: Or How I Became an Apocaloptimist (2026) is the most recent release on this list.

Are there English movies like Insecurity Questions?

Yes: Road Trip (2000), The League of Gentlemen (1960) and In Time (2011).

How are movies similar to Insecurity Questions chosen?

First come films that Trakt’s viewers watch alongside Insecurity Questions, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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