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_outlineIt’s easy to think of fraud prevention as a technical problem with a software solution. But according to Brian Davis, effective fraud defense is just as much about people, trust, and communication as it is about tools and data. With over a decade of experience, Brian has built fraud teams from scratch, shaped company-wide strategy, and helped growing startups shift from reactive to proactive risk management.
Brian is the Head of Fraud at Dodgeball, where he’s helping bring their orchestration platform to market, and the founder of House of Fraud, an invite-only community where top fraud professionals collaborate and share intel. He’s seen firsthand how fraudsters adapt quickly, and how internal misalignment or a lack of education can leave companies vulnerable. His layered approach focuses on understanding how business systems are abused and using that knowledge to design smarter defenses.
In this episode, Brian shares his journey into the fraud space, explains why internal politics often matter more than policy, and offers a real-world breakdown of how fraud teams can gain traction and build trust. Whether you're running a digital subscription business, a fintech platform, or an e-commerce store, this conversation will help you think more clearly about why you’re a target and what you can do to make your organization harder to hit.
Show Notes:
- [00:50] Brian is the head of fraud at Dodgeball Fraud Orchestration Platform.
- [01:15] We learn how Brian noticed something was off about 10 years ago when he was working for an accounting client.
- [02:01] He loved accounting, but as he got his master's degree, he started focusing on entrepreneurship and fraud.
- [02:45] He worked in accounting for a year and then became the first fraud hire of an e-commerce company.
- [03:30] Then he built out teams to help businesses combat fraud.
- [04:07] He's now on the vendor side of fraud prevention, and he does consulting and runs The Fraud Space community.
- [05:18] Brian likes the dynamic aspect of always having to solve a problem. Micro patterns pop up that can be connected to bigger patterns.
- [06:47] Most people are willing to help the fraud department, because it gets them what they want.
- [09:20] Issues that arise when doing a really good job in the fraud department and justifying the expense.
- [11:05] When coming into a new company, the areas where Brian starts looking for fraud.
- [12:04] The first step is to understand how the company makes decisions. He then begins with a surface map. How does a user interact with your site for an outcome?
- [16:29] Where the larger threats are coming from.
- [18:49] Understanding the fraudster's criminal journey and where they choose to attack.
- [25:25] Founders who have previously been hurt by fraud asked more questions.
- [28:20] Behaviors that might actually attract fraud.
- [30:58] How referral programs can attract fraud.
- [40:29] There are many similarities between the different types of fraud and the tools used across multiple industries.
- [41:23] Has Brian ever been the victim of a scam?
- [42:28] A fraud story purchasing sporting tickets through marketplace.
- [49:12] The pitfalls of passwords and password hygiene.
Thanks for joining us on Easy Prey. Be sure to subscribe to our podcast on iTunes and leave a nice review.