Exploiting Trust (Part 1)
Easy Prey
Most 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...
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Surviving a Ransomware Attack
Easy Prey
A ransomware attack doesn’t always announce itself with flashing warnings and locked screens. Sometimes it starts with a quiet system outage, a few unavailable servers, and a sinking realization days later that the threat actors were already inside. This conversation pulls back the curtain on what really happens when an organization believes it’s dealing with routine failures only to discover it’s facing a full-scale cyber extortion event. My guest today is Zachary Lewis, CIO and CISO for a Midwest university, a 40 Under 40 Business Leader, and a former Nonprofit CISO of the Year....
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Why You Fall For Scams
Easy Prey
Why do smart, capable people fall for scams even when the warning signs seem obvious in hindsight? In this episode, Dan Ariely joins us to examine how intuition often leads us in the wrong direction, especially under stress, uncertainty, or emotional pressure. A renowned behavioral economist, longtime professor of psychology and behavioral economics at Duke University, and bestselling author of Predictably Irrational, The Upside of Irrationality, Misbehaving, and Misbelief, Dan has spent decades studying why rational people consistently make choices that don’t serve them. We talk about...
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Mobile Device Threats
Easy Prey
In a world where we’re told to carry our entire lives in our pockets, we’ve reached a strange tipping point where the very devices meant to connect us have become windows into our private lives for those who wish us harm. It’s no longer a matter of looking for the "shady" corners of the internet; today, the threats come from nation-state actors, advanced AI, and even the people we think we’re hiring. We are living in an era where the most sophisticated hackers aren't just trying to break into your phone, they’re trying to move into your business by pretending to be your best...
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Past, Present, and Future of AI agents
Easy Prey
The intersection of AI and cybersecurity is changing faster than anyone expected, and that pace is creating both incredible innovation and brand-new risks we’re only beginning to understand. From deepfake ads that fool even seasoned security professionals to autonomous agents capable of acting on our behalf, the threat landscape looks very different than it did even a year ago. To explore what this evolution means for everyday people and for enterprises trying to keep up, I’m joined by Chris Kirschke, Field CISO at Tuskira and a security leader with more than two decades of experience...
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You Are Traceable with OSINT
Easy Prey
Publicly available data can paint a much clearer picture of our lives than most of us realize, and this episode takes a deeper look at how those tiny digital breadcrumbs like photos, records, searches, even the background of a Zoom call can be pieced together to reveal far more than we ever intended. To help break this down, I’m joined by Cynthia Hetherington, Founder and CEO of The Hetherington Group, a longtime leader in open-source intelligence. She also founded Osmosis, the global association and conference for OSINT professionals, and she oversees OSINT Academy, where her team trains...
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Anyone Could Walk In
Easy Prey
Sometimes we forget how much trust we place in the little things around us like a lock on a door or a badge on someone’s shirt. We see those symbols and assume everything behind them is safe, but it doesn’t always work that way. A person with enough confidence, or the right story, can slip through places we think are locked down tight, and most of us never notice it’s happening. My guest today is Deviant Ollam, and he’s one of the rare people who gets invited to break into buildings on purpose. He talks about how he fell into this unusual line of work, the odd moments that shaped his...
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The Scam You Never See Coming
Easy Prey
Fraud today doesn’t feel anything like it used to. It’s not just about somebody skimming a credit card at a gas pump or stealing a check out of the mail. It has gotten personal, messy, emotional. Scammers are building relationships, earning trust, and studying the little details of our lives so they can strike when we’re tired, distracted, or dealing with something big. And honestly, most people have no idea how far it’s gone. My guest, Ian Mitchell, has spent more than 25 years fighting fraud around the world and leading teams in the financial sector. He’s the founder of The Knoble,...
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Hacking AI
Easy Prey
AI has brought incredible new capabilities into everyday technology, but it’s also creating security challenges that most people haven’t fully wrapped their heads around yet. As these systems become more capable and more deeply connected to the tools and data we rely on, the risks become harder to predict and much more complicated to manage. My guest today is Rich Smith, who leads offensive research at MindGard and has spent more than twenty years working on the front lines of cybersecurity. Rich has held leadership roles at organizations like Crash Override, Gemini, Duo Security, Cisco,...
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The Ransomware War
Easy Prey
Ransomware isn’t a lone hacker in a hoodie. It’s an entire criminal industry complete with developers, brokers, and money launderers working together like a dark tech startup. And while these groups constantly evolve, so do the tools and partnerships aimed at stopping them before they strike. My guest today is Cynthia Kaiser, former Deputy Assistant Director of the FBI’s Cyber Division and now the Head of the Ransomware Research Center at Halcyon. After two decades investigating global cyber threats and briefing top government leaders, she’s now focused on prevention and building...
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.