Gambling, Lies, and Millions Stolen from Celebrities
Easy Prey
What happens when the drive to succeed masks deep emotional wounds and addiction? In this episode, Jonathan Schwartz shares a powerful and painfully honest account of how his life unraveled. Once one of Hollywood’s most trusted financial advisors, Jonathan worked with icons like Beyoncé, Mariah Carey, and Gwyneth Paltrow. On the surface, he had it all. But underneath the success was a secret struggle with gambling and drug addiction that led him to steal millions from the very clients who trusted him most. His fall from grace was dramatic and public, ending in a prison sentence...
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Human Side of Fraud: Empathy, Education, & Evolution
Easy Prey
People used to think fraud was something that happened in the shadows, rare, distant, and mostly affecting big companies. But after talking to PJ Rohall, it’s clear that fraud is evolving fast, and it’s showing up in places most of us don’t even think to look. In this episode, I sit down with PJ Rohall, Head of Fraud Strategy and Education at SEON and co-founder of About Fraud. PJ’s work is all about staying ahead of scammers and helping businesses and individuals understand how fraud actually works. From synthetic identities and AI-powered scams to account takeovers and refund fraud,...
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Identity Is The New Security Perimeter
Easy Prey
Sometimes it feels like every new technology we adopt comes with a new risk we didn’t see coming. From AI and data breaches to phishing scams and ransomware, it's clear we live in a time when cybersecurity isn’t just a tech issue, it’s a human issue. In this episode, I talk with Jeff Reich, Executive Director of the Identity Defined Security Alliance. Jeff has been in the cybersecurity world since the early days, with decades of experience helping organizations protect what matters most. His passion for identity security and risk management runs deep, and he brings a thoughtful...
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Your Car Is Spying On You What It’s Collecting and Who It’s Telling
Easy Prey
I used to think of my car as just a tool to get from point A to point B. But after this conversation, I can’t help but see it as something else entirely, a powerful data collection device that knows far more about me than I realized. From where I go and who I text to how I drive and even what’s on my phone, today’s vehicles are gathering a staggering amount of personal information. In this episode, I talk with Andrea Amico, the founder of . Andrea is one of the leading voices in automotive data privacy and someone who’s spent years uncovering the hidden ways cars collect, store,...
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Why Everyone’s A Target
Easy Prey
Some scams are so convincing, they’re almost impossible to spot. With phishing emails that look like they’re from your bank, deep fake videos that mimic real people, and AI-generated messages that feel personal, it’s getting harder to know what’s real and what’s a trap. In this episode, I sit down with Gabrielle Hempel, a security operations specialist at Exabeam and a current law student at Purdue University. Gabrielle brings a sharp perspective shaped by years in cybersecurity, a master’s in cybersecurity and global affairs from NYU, and hands-on experience navigating everything...
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Child Exploitation Cyber Investigations
Easy Prey
Technology is a double-edged sword. It can empower us, connect us, and solve problems, but it can also be used to exploit, manipulate, and harm. When it comes to protecting children online, that line gets especially thin. Digital forensics, AI-powered image classification, and global law enforcement collaboration are now essential tools for keeping families safe in a world that moves faster than most of us can keep up. Debbie Garner knows this world intimately. She’s a retired Special Agent in charge with the Georgia Bureau of Investigation and former commander of the state’s Internet...
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Reclaiming the Internet
Easy Prey
We may not always understand the evolution of the internet and how tech monopolies exist, but having digital freedom fighters is vital to making conscious change. Today's guest is Cory Doctorow. Cory is a science fiction author, activist, and journalist. He is the author of many books and most recently, Picks and Shovels, The Bezel, and The Lost Cause, a solar punk science fiction novel of hope amidst the climate change emergency. His most recent nonfiction book is the internet con How to Seize the Means of Corruption, a big tech disassembly manual. Other recent books include Red Team...
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Security Gaps Hackers Exploit
Easy Prey
Scammers aren’t just phishing your inbox anymore—they’re impersonating your voice, your face, and even your coworkers. Deep fakes and social engineering have moved beyond clever tricks and become powerful tools that bad actors are using to infiltrate businesses, breach accounts, and dismantle trust at scale. What used to take a hacker hours and expensive tools can now be done in minutes by anyone with a Wi-Fi connection and a little malicious intent. Our guest today is Aaron Painter, CEO of Nametag, a company leading the charge in next-generation identity verification. Aaron’s...
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Cyber Warfare
Easy Prey
Cyber warfare is no longer something that happens behind closed doors or in some far-off digital corner. It's happening now—and reshaping the rules of conflict in real time. Drone strikes controlled by apps, ransomware attacks on hospitals—today's battleground is just as likely to be online as on the ground. That science fiction scenario is now a critical, constant threat-the kind that affects us all globally. I'm really excited to introduce you to Dr. Chase Cunningham. He's a retired Navy chief cryptologist with a wealth of experience in cyber operations for the NSA, CIA, FBI—and more....
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DDoS Attacks
Easy Prey
Scammers are getting smarter, understanding the psychology behind social engineering and the challenges companies face every day can help keep networks secure. This episode will show how to anticipate these threats and secure networks against ever-changing vulnerabilities. We’ll focus on practical, real-world solutions to protect data and trust. Dr. Jared Smith joins us to share his insights from his role leading research and development at SecurityScorecard. He also co-founded UnCat, a B2B accounting technology company serving thousands of customers and teaches as an adjunct professor at...
info_outlineWhat happens when the drive to succeed masks deep emotional wounds and addiction? In this episode, Jonathan Schwartz shares a powerful and painfully honest account of how his life unraveled.
Once one of Hollywood’s most trusted financial advisors, Jonathan worked with icons like Beyoncé, Mariah Carey, and Gwyneth Paltrow. On the surface, he had it all. But underneath the success was a secret struggle with gambling and drug addiction that led him to steal millions from the very clients who trusted him most.
His fall from grace was dramatic and public, ending in a prison sentence and the loss of everything he had built. But that wasn’t the end of his story. Today, Jonathan is sober and rebuilding his life with purpose. As Program Director at Altus Rehab, he now helps others find their own way out of addiction and shame. His story is raw, real, and full of hard-earned wisdom for anyone who has ever felt like they couldn’t ask for help.
Show Notes:
- [01:30] Jonathan is a different person from who he was. He grew up in Upstate New York and his father left when he was four. His mom had a lot of stress and took it out on him which created childhood trauma.
- [03:34] Accounting was the subject that he was good at.
- [05:02] Eventually, his cousin gave him a job working in Los Angeles for celebrities.
- [06:33] In 2004, he became a partner in GSO business management. He got a break when Linkin Park was looking for someone in business management. Their success opened up the floodgates.
- [08:37] He began getting more and more A-list clients.
- [09:04] In 2010, he became addicted to gambling.
- [10:01] This eventually led to embezzlement from his celebrity clients. He placed the bet with this bookie everyday for 6 years.
- [13:48] He ended up embezzling about 7 million dollars.
- [14:12] When he stopped gambling he had suicidal ideation.
- [17:05] He always intended to pay the money back.
- [19:37] Jonathan shares a time when the bank wanted to call Alanis.
- [21:03] There was a point when his partners started to notice something wasn't right.
- [22:04] In 2015 he was fired by Alanis, but he continued to give his attention to his A-list clients.
- [24:42] He didn't want to expose anyone to the fact that he was committing crime. He never told a soul.
- [25:07] The dark secret was eating him inside, and he also had to deal with his unresolved trauma.
- [27:12] How Jonathan had to come clean with his wife, because he was scheduled for a lie detector test.
- [28:48] After failing the test, he was facing 23 years in prison. He negotiated a four to six year plea agreement.
- [31:14] He ended up being released early because of COVID.
- [32:11] He struggled to get a job and ended up going back to school, and now he's a marriage and family therapist with an emphasis on addiction and trauma.
- [34:00] In prison he had the opportunity to reflect on his bad decisions and read a lot of books.
- [36:33] He's proud to be sober and a nerd. His trauma is resolved, and he gets to help people in treatment not make the same mistakes that he made.
- [41:34] Celebrities today need to understand not to trust their business manager so quickly and to make sure that they're proactive in their financial affairs and that they're asking for source documents.
- [42:11] Audit your business manager with some level of frequency.
- [48:43] Don't go out and spend all your money. Treat your first dollars as your last dollars.
- [50:56] Jonathan has a book coming out in about 12 months.
Thanks for joining us on Easy Prey. Be sure to subscribe to our podcast on iTunes and leave a nice review.