Elder Exploitation
Easy Prey
Aging parents often rely on the people closest to them for help, but what happens when that help becomes a way to take control? For Charles Wallace, the warning signs started small. His mother’s fridge was suddenly overfilled. A caregiver refused to provide receipts. Spending patterns began to shift in ways that did not make sense. At the time, each concern could be explained away. Looking back, they were part of something much larger. Charles spent 15 years in banking and finance, and after his mother’s death, he used that experience to reconstruct more than 3,000 transactions. What he...
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Art Heists
Easy Prey
The world of art theft looks glamorous in the movies, but the reality is far more complicated. From multi-million dollar forgery schemes to undercover FBI operations recovering stolen national treasures, art crime is a global industry hiding in plain sight. This conversation digs into how these crimes actually play out and why the people who pull them off often end up stuck with the very pieces they thought would make them rich. My guest today is Robert Wittman, a former FBI special agent and the founder of the FBI’s Art Crime Team. Over a 20-year career, he worked undercover in more...
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The Power of Prediction
Easy Prey
We make predictions all the time including about the weather, about traffic, about what someone is going to say next. It feels natural, even rational. But when algorithms start making predictions about us, whether we'll repay a loan, reoffend after prison, or respond to a medical treatment, something fundamental shifts. The forecast stops being a guess and starts becoming a verdict. My guest today is Carissa Veliz, a philosopher and associate professor at the University of Oxford, where she also researches at the Oxford Internet Institute. Her work focuses on the ethics of technology, privacy,...
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Privacy vs Reality
Easy Prey
Online security advice often sounds simple until you actually try to follow it. Between password managers, privacy settings, and data brokers, protecting yourself can start to feel like a full-time job. That gap between what sounds easy and what’s actually realistic is where a lot of people get stuck. My guest today is Yael Grauer, a freelance investigative technology reporter who covers privacy, security, digital freedom, hacking, and mass surveillance. She also works as a program manager of cybersecurity research at Consumer Reports, where she manages Security Planner, a free resource that...
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Wired to Trust
Easy Prey
It’s easy to think scams only work when someone misses something obvious. In reality, most of them don’t look obvious at the start. They show up as normal situations with just enough friction to notice, but not enough to stop. That small gap is where people tend to move forward instead of stepping back. My guest today is Tali Sharot, a cognitive neuroscientist who studies how we form beliefs and make decisions. She’s known for her research on the neural basis of human optimism, and her work has been published in leading journals. In her books, The Optimism Bias and The Science of...
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Intimate Partner Fraud
Easy Prey
Most scams leave a digital trail. A fake email, a spoofed number, a fraudulent website. You can trace them, report them, sometimes even reverse them. But what happens when the scam has no digital trail at all, because it isn't happening on a screen? What happens when the con is standing right in front of you, making you laugh, meeting your friends, and planning a future with you? My guest today is Tracy Hall. She's an author, keynote speaker, and senior marketing executive with over 25 years at some of the world's most recognizable tech companies including eBay, Virgin, GoDaddy, and...
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Identity without Passwords
Easy Prey
Every day, employees at hotels, restaurants, and resorts across the country are doing exactly what they were hired to do: being warm, responsive, and eager to help. It's what makes hospitality work. It's also what makes hospitality one of the most targeted industries in cybersecurity. When your entire workforce is trained to say yes, teaching them to be suspicious is an uphill battle. The smarter solution might be to take the target off their backs entirely. Jasson Casey is the co-founder and CEO of Beyond Identity, a company built around one idea: making identity-based attacks impossible....
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When Cybercrime Gets Personal
Easy Prey
Most security breaches don't begin with sophisticated code or elaborate technical exploits. They begin with a phone call, a convincing email, or someone at a help desk who just wanted to be helpful. The human layer is often the weakest link, and the criminals who understand that are the ones causing the most damage. My guest today is May Chen-Contino. She's the CEO of Unit 221B, a threat disruption company that delivers actionable intelligence to enterprises, law enforcement, and government agencies. Her background spans cybersecurity, fintech, and SaaS leadership at companies like PayPal and...
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Stopping Phone Scams
Easy Prey
Phone scams get dismissed as background noise or just annoying interruptions and unknown numbers with robotic voices we learn to ignore. But behind that noise is an industry built on psychology, automation, and staggering profitability. My guest today is Alex Quilici. He’s an engineer, entrepreneur, and the CEO of YouMail, a company focused on protecting consumers and businesses from unwanted and fraudulent calls. Alex has spent years analyzing how robocalls and scam campaigns are designed, how they evolve, and why they continue to work despite better technology and increased awareness. What...
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Stolen Identity - Stolen Peace
Easy Prey
Identity theft gets talked about a lot, but usually in the abstract: freeze your credit, watch your statements, don't click suspicious links. What doesn't get talked about nearly enough is what it actually feels like when someone isn't just using your card number, but is actively living as you. My guest today is Brooklyn Lyons. She's 25, recently married, and by her own admission, had no particular expertise in fraud or cybersecurity before October of 2024. That changed when her car window was smashed in a parking lot, and her work bag, laptop, wallet, driver's license, and everything...
info_outlineYou think you’d never fall for a scam until you meet someone like Kitboga. He’s a software engineer who’s turned his curiosity about online fraud into a full-time mission to outsmart scammers and protect the people they target. His YouTube channel, The Kitboga Show, has millions of followers and nearly a billion views, thanks to his mix of humor, empathy, and clever ways of exposing how scams really work.
In our conversation, Kit opens up about how this all started, what it’s really like to spend hours pretending to be a scam victim, and how organized crime has turned fraud into a massive global business. He shares what’s changed over the years and why those old “red flags” don’t always work anymore and how new tools like deepfakes and AI have made deception harder to spot than ever.
Kit also talks about his newest project, Serif Secure, a free tool he created to help people clean and protect their computers after a scam attempt. He’s honest, thoughtful, and a little funny even when the subject is dark. By the end, you’ll see just how much one person can do to fight back.
Show Notes:
- [01:15] Kit explains how he got into “scam baiting” and why protecting victims became personal.
- [03:05] He shares how streaming scam calls to friends unexpectedly turned into a viral mission.
- [06:07] Kit recounts nearly falling for a Discord impersonation scam himself.
- [09:17] We discuss how deepfakes and AI are changing what a “red flag” looks like online.
- [11:31] Scammers now use real services like PayPal and DocuSign to appear legitimate.
- [13:11] Kit explains how long-term investment and “pig-butchering” scams draw people in slowly.
- [15:51] Fraudsters are now going after 401(k)s and retirement funds instead of small cash grabs.
- [17:00] We examine how fake phone numbers and online ads make verification harder than ever.
- [19:56] Kit talks about the emotional toll of scam-baiting and why he sometimes needs a break.
- [21:51] We reflect on why decades-old scams, like Nigerian letters, still thrive today.
- [23:57] The scale of organized fraud is compared to global industries worth trillions.
- [25:41] Kit admits scams will never truly disappear—only evolve with new technology.
- [26:44] We learn how his team uses automation to detect and map out scam networks.
- [30:24] Kit describes juggling live streaming with scam calls and the role humor plays in coping.
- [33:37] He explains why scammers’ aggression still works and what it reveals about victims.
- [37:00] Kit shares moving stories of victims, including a widower deceived in a romance scam.
- [40:00] We explore how scams erode self-trust and make victims doubt their own judgment.
- [42:13] Kit talks about working with law enforcement and the need for stronger collaboration.
- [44:10] We hear about Serif Secure, his anti-scam software designed to protect users’ devices.
- [47:04] The software now proactively blocks remote access tools and phishing websites.
- [48:14] Kit warns about “scam recovery” frauds and the cruel trick that targets victims twice.
- [49:30] We wrap with practical advice on skepticism, security, and staying a step ahead of scammers.
Thanks for joining us on Easy Prey. Be sure to subscribe to our podcast on iTunes and leave a nice review.