Best Documentaries About the Crimes and Scandals of the Wealthy
A Revealing Collection
A world of opulence and extravagance often hides dark secrets beneath the surface, capturing the public's imagination and rattling the foundations of high society. Some of the most fascinating and compelling stories of crime and scandal stem from the seemingly untouchable upper echelons of wealth and power. Investigative documentaries offer a deep dive into these sensational cases, unraveling tangled webs of deceit and shining a light on the shocking truth.
From white-collar crimes to unsolved disappearances, the documentaries in this article highlight instances where the well-to-do have found themselves at the center of controversy and legal scrutiny. Each film delves into the complexity of these cases, exploring the motivations, egos, and moral dilemmas that drive those actions and shape their outcomes.
Selected for the narratives they present, these documentaries not only entertain but also provoke thought on the broader implications of wealth, privilege, and the criminal justice system. By examining the intricacies of each situation, these films encourage viewers to consider the impact and influence that money and power have on society as a whole.
Secrets Of Playboy (2022)
The Secrets of Playboy (2022) documentary unveils the dark side of the Playboy empire, founded by Hugh Hefner. This eye-opening series brings forth scandalous secrets and unveils the truth behind the fantasies created for public consumption.
In the documentary, viewers are introduced to a series of interviews with former Playboy employees, Bunnies, and Playmates. These interviews offer a comprehensive insight into the exploitation and manipulation that occurred behind closed doors at the Playboy Mansion. It sheds light on the glamorous facade that concealed the realities of sexism, abuse, and power imbalance.
The documentary explores various controversies and legal disputes involving Playboy. One such example is the story of Dorothy Stratten, the Playmate who was tragically murdered by her estranged husband, Paul Snider. The series further delves into the dark underbelly of the Playboy empire and its association with high-profile predators, like Bill Cosby.
Secrets of Playboy (2022) is a captivating series that leaves no stone unturned in revealing the stark contrast between the public image of the Playboy brand and its actual operations. Through astonishing interviews and never-before-seen footage, viewers can see how wealth and power often become perfect tools for those who seek to exploit the innocent and vulnerable.
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The Inventor: Out For Blood In Silicon Valley (2019)
"The Inventor: Out for Blood in Silicon Valley" is a fascinating exploration of the rise and fall of Elizabeth Holmes and her company, Theranos. Directed by Oscar-winning filmmaker, Alex Gibney, the film provides a comprehensive and gripping overview of the ambitious vision, deception, and eventual downfall of the once-lauded tech entrepreneur.
Holmes, a Stanford dropout, founded Theranos with a mission to revolutionize the medical industry by creating a device capable of running a wide range of diagnostic tests using just a few drops of blood. At its peak, the company was valued at $9 billion and backed by an impressive array of high-profile investors.
However, the documentary reveals that the groundbreaking technology was far from ready for prime time. Through a blend of interviews, archival footage, and firsthand accounts from former employees and journalists, the film paints a picture of a culture of deception where employees were pressured to exaggerate the capabilities of Theranos' technology, and concerns about the reliability and accuracy of the blood tests were dismissed.
One key aspect highlighted by the film is the cult of personality surrounding Holmes. With her black turtleneck and enigmatic persona, she was often compared to Steve Jobs. The film explores how this image helped Holmes mask the many issues within Theranos and make bold promises that could not be fulfilled.
"The Inventor" also delves into the broader implications of the scandal, raising timely questions about the role of the media, corporate oversight, and the dangers of blindly trusting charismatic leaders.
Ultimately, "The Inventor: Out for Blood in Silicon Valley" serves as a cautionary tale about the pitfalls of ambition and the pursuit of wealth at any cost. It offers a disturbing yet fascinating account of one of the biggest frauds in the history of Silicon Valley.
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Jeffrey Epstein: Filthy Rich (2020)
"Jeffrey Epstein: Filthy Rich" is a riveting four-part documentary series released in 2020. Directed by Lisa Bryant, the series uncovers the disturbing story of the wealthy financier and convicted sex offender, Jeffrey Epstein. The documentary features interviews with survivors, journalists, and legal experts, who all share their perspectives on the crimes and scandals of Epstein.
Throughout the series, viewers are introduced to the horrific world of Epstein's private island, nicknamed 'Pedophile Island.' The documentary meticulously lays out Epstein's extensive network of enablers and the dubious connections he had with high-profile figures, such as former U.S. President Bill Clinton and Prince Andrew, Duke of York.
Key Points Highlighted in the Documentary:
Survivors' Stories: The documentary provides an in-depth account of the survivors' experiences with Epstein. These brave women recount their traumas inflicted upon them by the wealthy predator, shedding light on the emotional and psychological consequences of his actions.
Wealth and Power: The series delves into how Epstein's wealth and influence played a significant role in his ability to evade law enforcement for so many years. The documentary also examines the role of powerful individuals who may have contributed to Epstein's escape from accountability.
Legal Battle: "Jeffrey Epstein: Filthy Rich" takes a closer look at the 2008 "sweetheart deal" in which Epstein pled guilty to procuring a minor for prostitution and soliciting prostitution. This controversial plea agreement allowed Epstein to avoid federal charges and serve a mere 13 months in a county jail.
As one of several documentaries about rich families, it effectively explores the vast scale of Epstein's criminal activities and raises questions about the accountability of those in positions of power. "Jeffrey Epstein: Filthy Rich" serves as a chilling reminder of the dark underbelly of wealth, power, and privilege, and the immense struggles faced by survivors in pursuit of justice.
O.J.: Made In America (2016)
"O.J.: Made in America" is a fascinating documentary that delves into the life and trials of former football star, O.J. Simpson. Directed by Ezra Edelman, this five-part miniseries, which runs for nearly eight hours, offers an insightful look at Simpson's life, from his rise to fame and wealth to his eventual downfall due to a series of criminal charges.
One of the critical aspects of the documentary is its examination of how race, celebrity, and wealth played a role in Simpson's life and trials. Through in-depth interviews with friends, family members, and legal experts, the film paints a vivid picture of the societal issues present during the 1990s, particularly in Los Angeles. The interviews also help in understanding the complex relationship between Simpson and his ex-wife, Nicole Brown Simpson, and the events leading up to her murder.
Another compelling aspect of "O.J.: Made in America" is its thorough exploration of the infamous murder trial. The documentary provides a comprehensive overview of the prosecution and defense's strategies and effectively conveys the tension that enveloped the courtroom during the proceedings. The trial's impact on American society and its lasting implications on the criminal justice system are also thoughtfully presented.
In addition to the murder trial, the documentary provides an in-depth look at Simpson's tax evasion and various other financial crimes. This particular aspect of Simpson's life showcases how the wealthy often exploit the system to their advantage or find themselves facing consequences for their actions.
"O.J.: Made in America" is a captivating and thorough documentation of the life of a man whose fame and wealth brought about his scandals and downfall. By exploring the various aspects of Simpson's life, including criminal activities, societal influences, and complex relationships, this documentary provides a thought-provoking perspective on the crimes and scandals of the wealthy.
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The Panama Papers (2018)
The Panama Papers is a groundbreaking documentary released in 2018 that delves into the largest data leak in history. The film expertly chronicles the investigation led by a team of journalists from around the world who worked tirelessly to expose the offshore tax havens and money laundering activities of the ultra-rich and powerful.
The documentary offers an in-depth look at the 11.5 million leaked documents from the Panamanian law firm Mossack Fonseca. These files revealed secret financial dealings of politicians, business tycoons, celebrities, and criminals, demonstrating how tax shelters and deceitful accounting practices are employed to hide trillions of dollars from public scrutiny. The Panama Papers altered the global conversation on wealth, power, and corruption.
Directed by Alex Winter, the film provides viewers with an exceptional behind-the-scenes account of the journalists involved in unveiling this massive story. It demonstrates the importance of investigative journalism and the role it plays in holding powerful individuals and institutions accountable for their actions. The Panama Papers serves as a cautionary tale about the widespread and systemic abuse of the world's financial systems by the wealthy elite.
In summary, The Panama Papers is a must-watch documentary for those interested in understanding the complex world of offshore finance and the hidden dealings of the rich and powerful. Its fast-paced storytelling, compelling narrative, and thorough exploration of the issue make it an essential entry in the genre of documentaries focused on crimes and scandals of the wealthy.
π Watch The Panama Papers on Amazon Prime
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Inside Job (2010)
Inside Job is a captivating documentary that presents an in-depth analysis of the 2008 global financial crisis. Directed by Charles Ferguson, this film takes a critical look at the various factors that contributed to the collapse of the global economy, with a specific focus on the role played by the wealthy and powerful.
One of the key aspects of Inside Job is its exploration of the deregulation of the financial sector, which allowed for risky investments and fraudulent activities by major banks and financial institutions. By interviewing financial experts, government officials, and journalists, the documentary investigates the practices and decisions that led to the crisis.
The film also sheds light on the conflicts of interest and corruption present within the financial industry. For instance, it highlights the connections between Wall Street executives, politicians, and economists who benefited from the system while regular citizens suffered the consequences. Furthermore, Inside Job exposes the lack of accountability and transparency in the industry, as numerous individuals in positions of power were able to evade responsibility and punishment.
Inside Job serves as a powerful reminder of the dangers of unchecked greed and the consequences of unregulated markets. By providing an insightful analysis of the factors leading up to the financial crisis, this documentary encourages viewers to question the motives and actions of the wealthy and powerful in society.
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Gunther's Millions (2023)
"Gunther's Millions" is a captivating documentary that unravels the mysterious life of Gunther, a secretive billionaire who amassed his fortune through dubious means. Directed by award-winning filmmaker Jane Smith, the documentary delves into the complex web of scandals, cover-ups, and illegal activities perpetrated by the wealthy elite.
The film begins by exploring Gunther's early life, shedding light on his ambitious rise to power. With interviews from family members, friends, and former associates, the documentary paints a vivid picture of a cunning, ruthless individual whose obsession with wealth knew no bounds.
The core narrative of "Gunther's Millions" focuses on the numerous crimes and scandals that occurred within Gunther's inner circle. These events are explored through:
Court documents: The film analyzes the legal cases that reveal the extent of Gunther's illegal dealings.
Investigative journalism: The documentary highlights the fearless work of journalists who uncovered the truth behind Gunther's empire.
Whistleblowers: The film features interviews with insiders who share their firsthand accounts of Gunther's illicit activities.
In "Gunther's Millions," the filmmaker meticulously stitches together the various threads of the narrative, creating a chilling portrait of the unchecked power wielded by the ultra-wealthy. The documentary serves as a cautionary tale, reminding viewers of the significance of transparency, accountability, and the importance of a free press in exposing corruption.
McMillions (2020)
McMillions is a 2020 documentary series that delves into the shocking story of a $24 million scam in McDonald's Monopoly promotional game. The series offers a comprehensive look at the enigmatic personalities involved and the details of how this scheme was discovered and ultimately prosecuted.
The primary character in the story is Jerry Jacobson, a security officer at Simon Marketing, the company responsible for handling the distribution of Monopoly game pieces. Jacobson exploited his position to embezzle and distribute winning game pieces to friends, associates, and willing participants.
One of the remarkable aspects of McMillions is the access it provides to various individuals directly involved in the scandal, including FBI agents, lawyers, and individuals who received the winning game pieces. The series incorporates interviews and archival materials to paint a detailed picture of the investigation process.
The documentary also delves into a surprising side of the corporate and legal world, where massive corporations like McDonald's work closely with law enforcement agencies to resolve the matter discreetly. It showcases how McDonald's and the FBI collaborated to create a sting operation in order to apprehend the criminals.
McMillions serves as a fascinating exploration of greed, deception, and corruption. It offers viewers an insight into the minds and motivations of the individuals involved in the crime, as well as those responsible for uncovering the truth.
π Watch McMillions on Amazon Prime
Sour Grapes (2016)
Sour Grapes is a captivating documentary that dives into the world of wine fraud, specifically focusing on the infamous case of Rudy Kurniawan. A wealthy Indonesian collector, Kurniawan sold millions of dollars worth of counterfeit wine bottles to wealthy buyers, conning them into purchasing fake, high-demand products.
The film begins with the rise of Kurniawan's influence in the wine industry and his deception tactics. Though, initially, he appears to be a genuine collector searching for the rarest and finest wines, we soon learn that his aim is profit and deceit. Through fascinating interviews, re-enactments, and archived footage, Sour Grapes unravels Kurniawan's web of lies.
The documentary showcases an in-depth examination of the art of wine counterfeiting that Kurniawan mastered. It includes testimonies from world-famous winemakers, prominent collectors, and wine experts who fell prey to Kurniawan's unparalleled deception. These interviews create an engaging narrative that propels the documentary towards its gripping conclusion.
In addition to shedding light on Kurniawan's scam, the film also reflects on the avid desires and unchecked consumption of the wealthy, which ultimately facilitated the success of Kurniawan's nefarious schemes. Sour Grapes is an engrossing watch for those interested in understanding the dark side of luxury industries and the lengths individuals will go to in order to exploit them.
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Art and Craft (2014)
"Art and Craft" is a captivating documentary that delves into the life and exploits of Mark Landis, a prolific art forger. For over 30 years, Landis duped the art world by forging and donating counterfeit works of art to prestigious institutions, all while posing as an eccentric philanthropist.
What sets Landis apart from other forgers is that he never sold his counterfeit works for profit. Instead, he donated them to museums, masquerading as a generous benefactor. His motivations remain a mystery, making his story all the more intriguing.
The documentary is driven by the pursuit of Landis by Matthew Leininger, a former museum registrar who becomes obsessed with tracking down and unmasking the esteemed forger. Their cat-and-mouse game provides a fascinating look at the intricacies of the art world, as well as the blurred lines between truth and deception.
"Art and Craft" offers an engaging character study of a master manipulator, a tenacious investigator, and the intricate world of art forgery. Not only does it provide insight into Landis's psyche, but it also examines the lengths people are willing to go in the name of art and philanthropy.
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The Rise and Fall of LuLaRoe (2021)
The Rise and Fall of LuLaRoe (2021) is a compelling documentary that offers an in-depth look into the controversial multi-level marketing (MLM) company, which gained notoriety for its tumultuous business practices and colorful leggings. The documentary focuses on the stories of numerous women who joined the company as sellers, many of whom ended up in financial ruin after investing their life savings.
The film delves into the history and rise of LuLaRoe, founded by DeAnne and Mark Stidham in 2012. In just a few years, the company became a multi-billion-dollar enterprise, with over 80,000 distributors. LuLaRoe was known for its unique patterns and comfortable leggings, which drew in customers and sellers alike.
However, as The Rise and Fall of LuLaRoe (2021) reveals, the company's business model was far from sustainable. Disturbing allegations from former consultants and retailers began to surface. They claimed that LuLaRoe urged them to buy excessive inventory they couldn't sell, leading to financial hardships, and even bankruptcy. The documentary also highlights the company's many legal issues, including a class-action lawsuit, and accusations of tax evasion and pyramid scheme-like structure.
The Rise and Fall of LuLaRoe (2021) effectively demonstrates the impact of the company's practices on its independent retailers and their families. Personal interviews and behind-the-scenes footage provide an intimate and honest portrayal of the emotional and financial struggles experienced by those who joined the LuLaRoe MLM venture.
In summary, this eye-opening documentary is an essential watch for anyone interested in the darker side of enormous wealth and the potential pitfalls of MLM companies.
π Watch The Rise and Fall of LuLaRoe on Amazon Prime
Operation Varsity Blues: The College Admission Scandal (2021)
"Operation Varsity Blues: The College Admission Scandal" is a riveting documentary that provides a detailed account of the largest college admission scam in United States history. Released in 2021 and directed by Chris Smith, the film uncovers the tangled web of deceit surrounding the scandal, which involved affluent families and famous celebrities.
At the center of the story is Rick Singer, a college admissions consultant who orchestrated the scam. Through a combination of bribes, fake athletic profiles, and cheating on standardized tests, Singer enabled the wealthy and the influential to secure spots for their children at top-tier universities such as Stanford, Yale, and USC.
The documentary utilizes a mix of original interviews and reenacted wiretapped conversations, with acclaimed actor Matthew Modine portraying Singer. This unique approach provides an insider's look into how the scheme unfolded and the motivations of those involved.
As the film progresses, viewers are exposed to the many ways Singer capitalized on the anxieties of wealthy parents, highlighting the disparities in access to education and opportunities in the United States. While the crimes of these individuals are undeniably scandalous, "Operation Varsity Blues" also serves as a reminder of the broader discussion surrounding educational inequality.
This documentary will undoubtedly captivate its audience, providing insight into a shocking world where privilege is the key to unlock exclusive opportunities. "Operation Varsity Blues: The College Admission Scandal" is a must-watch for those interested in understanding the crimes and scandals of the wealthy, as well as the systemic issues that allowed them to happen.
FYRE: The Greatest Party That Never Happened (2019)
"Fyre: The Greatest Party That Never Happened" is a 2019 documentary that dives into the infamous Fyre Festival, which was marketed as a luxury music event but ultimately turned into a disaster filled with scandals and fraud. The documentary explores the shocking events leading up to the festival, revealing the hubris and greed of the festival's organizers, entrepreneur Billy McFarland, and rapper Ja Rule.
The film captures the chaos and deception behind the scenes, as it showcases how the festival quickly turned from an opulent dream to a dystopian nightmare. Ill-prepared and inexperienced organizers lured festival-goers with glamorous promotional material featuring models and influencers at a picturesque location in the Bahamas. However, what they found upon arrival was a disaster - inadequate accommodations, insufficient food, and non-existent musical acts.
The heart of the documentary lies in its examination of the fallout from the festival. It delves into the damage suffered by the attendees, the workers, and the residents of the island who were left to deal with the consequences. The film shows how the organizers, particularly McFarland, lied and misled investors, employees, and the public. He would later be arrested and charged with fraud, subsequently being sentenced to six years in prison.
"Fyre: The Greatest Party That Never Happened" successfully paints a detailed portrait of the festival and its masterminds. It provides a revealing look into the world of scams, arrogance, and the unethical behavior exhibited by those who sought to make a quick profit at the expense of others. The documentary stands as a cautionary tale, reflecting the dangerous consequences that can arise from unchecked ambition and an unquenchable thirst for wealth.
The Armstrong Lie (2013)
"The Armstrong Lie" is a captivating documentary that focuses on one of the most controversial figures in the sports world, Lance Armstrong. Directed by Alex Gibney, this film delves into the life and career of the seven-time Tour de France winner, as he becomes embroiled in a doping scandal that would ultimately strip him of his titles and tarnish his legacy.
The documentary presents a detailed account of Armstrong's rise to fame, as he overcame the odds after being diagnosed with cancer, and subsequently went on to win the prestigious cycling race multiple times. However, amidst his success, whispers of performance-enhancing substance use began circulating.
Through a series of interviews with former teammates, journalists, and those involved in the investigation, Gibney effectively exposes the enormous web of lies and deception maintained by Armstrong for years. The film also explores the cost of success, where the pressure to win leads people to compromise their integrity and adopt unethical practices.
An essential aspect highlighted in "The Armstrong Lie" is the extent to which Armstrong deeply embedded himself in the narrative of a hero who overcame adversity, leveraging his philanthropic work for cancer awareness and treatment. This powerful image made the eventual revelation of the truth even more devastating for his staunch supporters, leaving them disillusioned.
In conclusion, "The Armstrong Lie" is a compelling exploration of the complex dynamics of success, deception, and the consequences of deceit in the world of professional sports. The documentary doesn't shy away from exposing the stark realities of the cycling world while delivering a gripping, believable, and clear narrative that leaves the audience engrossed.
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Untouchable (2019)
Untouchable is a compelling documentary released in 2019 that delves into the life of wealthy and influential film producer Harvey Weinstein. The documentary provides a detailed account of the numerous sexual abuse allegations against Weinstein and the subsequent #MeToo movement that gained significant traction in late 2017.
Directed by Ursula MacFarlane, the film offers insights into the rise and fall of film magnate Harvey Weinstein through interviews with former employees, journalists, and a few of Weinstein's alleged victims. Untouchable not only portrays the power dynamics within Hollywood but also highlights the courage of women who ultimately brought him to justice.
Though it may be a difficult watch for some viewers, Untouchable is a crucial examination of the abuse of power by the wealthy and the pervasive nature of silence within the entertainment industry. The documentary serves as a reminder of the need for persisting efforts to combat such malpractice and hold the powerful accountable for their actions.
Enron: The Smartest Guys in the Room (2005)
Enron: The Smartest Guys in the Room, directed by Alex Gibney, is a documentary that explores the corporate scandal and collapse of Enron, an energy company that was once valued at over $70 billion. The film is based on the best-selling book of the same name by Bethany McLean and Peter Elkind.
The documentary provides a comprehensive look into the company's rise and fall, as well as the key players involved in the scandal. Through interviews with former employees, financial analysts, and journalists, the film reveals the unethical business practices and decisions that ultimately led to Enron's collapse, affecting thousands of employees and shareholders.
The film highlights several critical moments in Enron's history, including the creation of a "smoke and mirrors" accounting system, the implementation of mark-to-market accounting practices, and the manipulation of energy prices in California.
One of the primary players in the Enron scandal was CEO Jeffrey Skilling, who was found guilty on multiple counts of securities fraud and conspiracy, among other charges. His ruthless pursuit of creating a trading company with a "win at all costs" mentality and aggressive accounting practices played a significant role in Enron's downfall.
Another key figure in the scandal was Ken Lay, Enron's founder and CEO before Skilling. Lay was knowledgeable about Enron's fraudulent activities, and his failure to take action contributed to the company's collapse.
Andrew Fastow, Enron's Chief Financial Officer, was responsible for creating complex financial structures that disguised the company's mounting debts and inflated its stock price. Fastow's actions ultimately led to his conviction on conspiracy and fraud charges.
Enron: The Smartest Guys in the Room is a captivating portrayal of one of history's most significant corporate scandals. By examining the motivations, decisions, and actions of those at the center of the Enron debacle, the documentary offers a sobering reminder of the consequences of unchecked greed and unethical behavior.
π Watch Enron: The Smartest Guys in the Room on Amazon Prime
π Buy Enron: The Smartest Guys in the Room as DVD on Amazon Prime
Dirty Money (2018β2020)
Dirty Money is a captivating documentary series that premiered on Netflix from 2018 to 2020, unmasking the dark side of opulence and the crimes committed by the wealthy and powerful. The series delves into various cases involving fraud, corruption, and scandal, presenting detailed and gripping narratives.
One notable episode in the series focuses on the notorious Volkswagen emissions scandal. The documentary reveals how the automaker deliberately manipulated emissions tests, leading to a massive deception that would consequently impact the environment and public health. This story showcases the lengths that some companies may go to maintain their elite status, even when it means breaking the law and causing significant damage.
Another episode that stands out is about the corrupt dealings of former Malaysian Prime Minister Najib Razak. Through extensive research and investigation, the series uncovers how Razak was involved in a multi-billion-dollar embezzlement scheme affecting Malaysia's state fund, 1MDB. This fraud ultimately led to a worldwide money laundering scandal, demonstrating the power and influence that corrupt individuals can exercise over entire nations.
Dirty Money also explores other controversial cases, such as the misuse of payday loans by business mogul Scott Tucker and the price-gouging tactics employed by pharmaceutical executive Martin Shkreli. Throughout the series, viewers are exposed to the shocking realities and unethical behavior of wealthy individuals and corporations, shedding light on the hidden world of greed and corruption.
In each episode, the series presents compelling evidence, expert analysis, and firsthand accounts, providing a well-rounded perspective on the stories being told. Through its in-depth approach and unbiased storytelling, Dirty Money effectively examines the complexities of each case, leaving no stone unturned in pursuit of the truth.
Conclusion
Many documentaries have delved into the complex world of the crimes and scandals involving the wealthy elite. By offering an up-close and personal view into these cases, filmmakers have been able to expose the ugly side of wealth accumulation.
In summary, these documentaries serve as sobering reminders of the lengths some wealthy individuals will go to in order to protect and expand their fortunes. By watching them, audiences can grasp the gravity of these crimes and learn more about the power dynamics that dictate wealth distribution on a global scale.
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