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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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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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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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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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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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...
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Criminals are always adapting. Whether it’s copper wiring stripped from job sites or porch pirates grabbing deliveries in broad daylight, they keep finding new ways to take what isn’t theirs. But maybe prevention isn’t about harsher punishment or more cameras. Maybe it’s about smarter design and understanding what drives people to steal in the first place. My guest today is Dr. Ben Stickle, a professor of criminal justice at Middle Tennessee State University and one of the country’s top researchers on property crime. Before entering academia, he worked in law enforcement, which gives...
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Fraud usually gets talked about in numbers like how much money was stolen, how many people were affected, how many cases got filed. But behind every one of those numbers is a person who’s been blindsided, manipulated, or left trying to rebuild trust in others and in themselves. This episode shifts the focus back to those human stories and the fight to protect them. My guest, Freddie Massimi, has spent more than a decade helping scam victims find both financial and emotional recovery, bringing empathy and understanding to a field that too often feels cold and procedural. As a certified...
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You 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...
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Everywhere you turn, someone’s trying to fake something like an image, a voice, or even an entire identity. With AI tools now in almost anyone’s hands, it takes minutes, not days, to create a convincing fake. That’s changed the game for both sides. The fraudsters have new weapons, and the rest of us are scrambling to keep up. The real question now isn’t just how to stop scams, but how to know who or what to trust online. My guest today, Bala Kumar, spends his days on the front lines of that battle. He’s the Chief Product and Technology Officer at Jumio, a company working to make...
info_outlineWhat if your social media success was built on deception, and it was working? In today’s episode, we hear from someone who knows exactly how that happens. Tim O’Hearn is a former software engineer and the author of Framed: A Villain’s Perspective on Social Media, a book that pulls back the curtain on how follower factories, automation, and persuasive technologies have shaped the online world we now take for granted. Tim doesn’t just theorize, he built these systems himself.
Tim walks us through how his small side gig growing Instagram accounts evolved into a lucrative business, one that constantly navigated the blurry line between innovation and breaking platform rules. He opens up about the clever strategies he used to avoid detection and psychological hooks that made these methods so effective, as we explore the deeper consequences of social media’s addictive nature.
We’ll also explore the hidden risks businesses and individuals face when they obsess over metrics and follower counts instead of genuine connections, and why most people don’t even realize they're caught up in this trap. Whether you're running a business, casually browsing, or just trying to figure out the complicated world of online attention, this conversation will give you a rare peek behind the curtain. And as you’ll find out, stepping away from it all might not be as straightforward as you'd think.
Show Notes:
- [01:12] Tim recently published Framed: A Villain's Perspective on Social Media, a book that shares his journey from breaking the rules on social media to getting millions of followers for his clients.
- [02:15] We learn a little bit more about the beginnings of spamming the Internet and increasing online presence, including MySpace and Instagram, which evolved into getting more followers.
- [04:14] This created social proof and the possibility of higher conversion rates.
- [05:09] Increasing followers using botnets or fake followers. Organic growth and interacting with accounts that might follow or like.
- [08:35] Tim's business was Shark Social, where he bent the rules to get followers for clients.
- [09:53] The technical side of his operation. Proxies were used to mask their tracks.
- [12:30] Social media services have taken efforts to stop things like follower growth services.
- [14:54] Risks for businesses using social media growth platform services. It's against TOS, and your account can get banned.
- [18:36] Systems Tim built to target consumers using social media. The goal was to get users to spend more time on the app.
- [20:50] Thresholds for annoying users. It was shocking how many people allowed push notifications and other annoying things.
- [22:54] How social media affects Tim.
- [26:11] We learn how he feels about the influencer culture and promoting his book on TikTok.
- [27:14] Advice for business owners, including these services, may not get you more business. Pause before doing too much.
- [28:48] Individuals should focus on conversions.
Thanks for joining us on Easy Prey. Be sure to subscribe to our podcast on iTunes and leave a nice review.