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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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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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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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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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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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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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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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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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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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_outlineMost security failures don’t start with a dramatic breach or a mysterious hacker sitting in a dark room. They usually start quietly. Someone assumes a system is locked down. Someone trusts that a door shouldn’t open, or that a machine “just works,” or that no one would ever think to look there. Over time, those small assumptions stack up, and that’s where things tend to go wrong.
Today’s guest is FC Barker, a renowned ethical hacker, social engineer, and global keynote speaker with more than three decades of experience legally breaking into organizations to expose their blind spots. Formerly the head of offensive cybersecurity research at Raytheon and now co-founder of cybersecurity firm Cygenta, FC is also the author of How I Robbed Banks, a book packed with true stories from the field.
In this conversation, FC shares what he’s learned from decades of breaking into places he was hired to protect. The stories range from funny to unsettling, but they all point to the same pattern: technology usually isn’t the weakest link. People are. From outdated systems that can’t be replaced to everyday workplace habits that quietly invite risk, this episode offers a grounded look at how intrusions really happen and what actually makes environments safer.
Show Notes:
- [03:06] FC grew up before cybersecurity existed and learned computers when manuals were thicker than the machines themselves.
- [05:27] How early internet culture shifted from curiosity-driven exploration to the rise of malicious actors.
- [07:15] Why inviting external testers to break into your systems was once an unthinkable idea and how that changed.
- [09:35] The danger of internal blind spots and why external validation is often more valuable than internal confidence.
- [10:46] Unexpected discoveries during penetration tests, including systems no one remembered were even running.
- [12:23] Choosing unusual, esoteric security projects and why unconventional systems often hide the biggest risks.
- [12:50] A real-world operation that involved reverse-engineering hardware to shut down power infrastructure in seconds.
- [16:29] One of the easiest break-ins ever happens accidentally, proving how fragile some systems really are.
- [17:21] The most common technical failure seen across organizations: poor network segmentation.
- [18:36] How a routine internal scan accidentally knocked an entire country’s banking connection offline.
- [20:04] A bank unknowingly runs its internal network on an IP range owned by the U.S. Department of Defense.
- [21:43] A mysterious daily network outage turns out to be caused by a single employee’s music collection.
- [23:07] Plugging into a forgotten network switch triggers a fire during a government penetration test.
- [25:15] Why penetration testers are often blamed first even when nothing has been touched yet.
- [26:25] Discovering malicious insider code planted by coordinated nation-state actors.
- [29:41] Why some outdated systems must remain untouched and why “just update everything” isn’t realistic.
- [33:15] Implanting covert hardware inside everyday office devices to gain persistent network access.
- [35:01] How avoiding people altogether is often the most effective form of social engineering.
- [37:10] Why attackers move from the top floors down and how authority bias works without a single word spoken.
- [38:35] Clothing, context, and small visual cues that instantly make people assume you belong.
- [42:26] A penetration test derailed by an unexpected office costume day—and why randomness can be a defense.
- [44:33] A simple exercise anyone can use to start thinking like an attacker by examining their own home.
Thanks for joining us on Easy Prey. Be sure to subscribe to our podcast on iTunes and leave a nice review.