Generation Hustle

Watch Generation Hustle

  • TV-MA
  • 2021
  • 1 Season
  • 7.3  (569)

Generation Hustle is a true crime documentary series that premiered on HBO Max in 2021. The show takes a revealing look into the world of con artists, fraudsters, and scam artists who have hoodwinked individuals and organizations out of millions of dollars. In each episode, the series explores a different con and the twisted psychology behind the people who perpetrate them.

Across 10 episodes, Generation Hustle examines high-profile con artists who have been caught in the act while offering a glimpse into plenty of unknown scams that have never been told before. From posing as members of a wealthy family to sell lucrative art pieces to global investments in a tech company, the series presents a plethora of real-world situations played out by individuals with a criminal mindset.

Narrated by documentary filmmaker Stacy Keach, the show also includes interviews with victims of these elaborate scams, law enforcement officials, and family members of those who fell prey to the scams.

One of the con artists featured in the series is Rachel DeLoache Williams, who was deceived by Anna Sorokin, a Russian citizen who conned Williams into believing her to be a wealthy German heiress. Another episode of the series takes a look into the life of Andy Warhol and his circle of friends from the 1960s and 1970s. Also featured in the series is an episode on Brian Jones, who was once the leading figure of the Rolling Stones.

Throughout the series, the different stories of con artists are told in a way that keeps the audience hooked, wondering how the schemes are going to unfold. The material is presented in a thoughtful and responsible manner, with the show taking the time to examine the root causes of the criminal behavior while also acknowledging the very real pain caused to those who were defrauded.

Generation Hustle is not a show that glamorizes scam artists or their crimes. Instead, it offers an insightful perspective on how these individuals operate, their ego and narcissism, and how they justify their behavior. The show is a fascinating character study, exposing the underlying motivations of those who willfully hurt others for personal gain and exploring the impact of such crimes on victims.

The show is visually stunning, and offers very unique perspectives with testimonials from law enforcement, victims and perpetrators. Each episode is well-researched and beautifully crafted, with a narrative that keeps the viewers engaged from start to finish. The episode stories also offer insight into how people become caught up in scams and con artists’ dramatic influence over the lives of their victims.

Overall, Generation Hustle is a must-watch for true crime fans and anyone with an interest in the psychology of criminals. It’s a fantastic show that offers a compelling glimpse into the world of con artists, exposing how they think, why they do what they do and the devastating impact their crimes have on the lives of their victims. The show is both entertaining and enlightening, providing a fresh take on the true crime genre and offering an elegant and intriguing exploration of the darker sides of humanity.

Generation Hustle is a series that ran for 1 seasons (10 episodes) between April 22, 2021 and on HBO Max

Generation Hustle
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Seasons
A Scam with a Beat
10. A Scam with a Beat
April 22, 2021
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.
The Alabama Exit
9. The Alabama Exit
April 22, 2021
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?
Prince of Fraud
8. Prince of Fraud
April 22, 2021
An orphan born in Colombia and raised by his adoptive parents in Michigan, Anthony Gignac developed a taste for the finer things - and to get them he assumes the persona of a Saudi Royal prince. Whether flying high with real-estate moguls or convincing banks to extend him lines of credit, Gignac earns his reputation through a combination of wit and bravado... but how long can he sustain the delusion before the authorities catch on?
Frat Boy Ponzi
7. Frat Boy Ponzi
April 22, 2021
Shortly after pledging his college fraternity, Midwest math whiz Syed Arbab uses funds raised from fellow students, alumni, and high school friends to start a hedge fund. Flush with cash, Syed becomes a campus legend, until a market crash causes his hedge fund (and life) to implode. As this stereotypical "good kid" breaks bad - trafficking cocaine, packing heat, and defrauding investors - the feds close in.
Baekeland
6. Baekeland
April 22, 2021
Young, aristocratic billionaire William Baekeland charms his way into an exclusive group of wealthy world travelers - only to disappear with their money. Is he a brilliant imposter who spins fabulous lies and invents fictional personas to con the rich or just a kid who went too far trying to escape his past?
Cult of WeWork
5. Cult of WeWork
April 22, 2021
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.
Anna Delvey Takes Manhattan
4. Anna Delvey Takes Manhattan
April 22, 2021
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.
The 23 Lives of Jeremy Wilson
3. The 23 Lives of Jeremy Wilson
April 22, 2021
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.
The Party's Over
2. The Party's Over
April 22, 2021
Building a business with nothing but blind ambition, Ian Bick transforms himself from a nerdy teen into a concert promoter almost as legendary as the bands he books. As the teenager's EDM raves pack houses and feed his emerging VIP lifestyle with first-class trips, high-end shopping, and brand-new jet skis, his fall is as dramatic as his rise - culminating in an FBI raid that shocks his family, friends, and hometown.
Hollywood Con Queen
1. Hollywood Con Queen
April 22, 2021
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 the globe, a twisted tale, reminiscent of classic caper movies, ensues.
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Where to Watch Generation Hustle
Generation Hustle is available for streaming on the HBO Max website, both individual episodes and full seasons. You can also watch Generation Hustle on demand at Max.
  • Premiere Date
    April 22, 2021
  • IMDB Rating
    7.3  (569)
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