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  • HBO Max

Generation Hustle

Get rich or lie trying.

  • 2021
  • Canceled
  • Documentary · Crime
  • ~46m / ep
  • 1 season
  • 7.1/10

Explore the extraordinary measures taken by ten savvy individuals to pull off mind-boggling, high-stakes gambles. Each episode charts the exploits of an overzealous entrepreneur who may have gone too far in their pursuit of riches and recognition.

Latest: Season 1 · 2021

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  1. E1. Hollywood Con Queen

    Apr 22, 2021 · 46m

    Dreams and deception collide when a brilliant con artist impersonates high-profile Hollywood producers to scam aspiring young artists. After the FBI teams with a dogged investigator to hunt this fraudster across

  2. E2. Cult of WeWork

    Apr 22, 2021 · 46m

    Is Adam Neumann a brilliant salesman or a greedy false prophet so charismatic that he convinced an entire generation to follow him to the promised land? The last of Silicon Valley’s so-called "unicorns," WeWork;s extraordinary rise and fall is told through the eyes of some of the multi-billion-dollar company’s earliest disciples.

  3. E3. A Scam With a Beat

    Apr 22, 2021 · 46m

    A teenager reinvents himself as scam rapper Teejayx6, using his songs to teach others how to con. When his music takes off, the master of deception manages to scam his way into a record deal with one of America's biggest labels before the age of 20. But as Teejay ascends, the real-life stakes increase.

  4. E4. Anna Delvey Takes Manhattan

    Apr 22, 2021 · 46m

    Aided by a masterful social media presence, the young, awkward Anna Sorokin transforms herself into glamorous German heiress Anna Delvey. But after she sticks her friend Rachel with the bill for their lavish vacation, Anna's world begins to unravel and she goes on the lam. Convinced her friend is a con artist, Rachel works with the NYPD to piece together clues to track Anna down.

  5. E5. The 23 Lives of Jeremy Wilson

    Apr 22, 2021 · 46m

    Jeremy Wilson channels his good looks and effortless charisma to assume many identities: a decorated Special Forces Captain, a swanky Scottish music journalist, the love child of an infamous IRA bomber, and more. While this master of deception travels the country seducing, manipulating, and cheating friends and family, he manages to evade law enforcement for decades – until he's finally outsmarted by a New York City cop.

  6. E6. The Alabama Exit

    Apr 22, 2021 · 46m

    When self-proclaimed Google alum Kyle Sandler bursts into the tiny town of Opelika, Alabama to launch the Round House business incubator, he promises to turn the town into the "Silicon Valley of the East." The enchanted residents throw themselves into the project, until a local 14-year-old inventor gains nationwide press for reportedly rejecting a $30 million outside buyout offer. Spooked Round House investors are left wondering: is Kyle who he says he is or were his promises built on lies?

+4 more episodes — open all seasons to browse every episode.

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