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...
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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...
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Kids spend more time online than ever, and for the most part it feels normal. They’re gaming, watching videos, and chatting with friends. But hidden in those same spaces are adults who know how to pose as kids, build trust, and push conversations into dangerous territory. Parents might think it couldn’t happen to their child, yet detectives see how quickly an “innocent” interaction can turn into grooming or extortion. That’s the world Detective Seth Cockerham works in every day. He’s been in law enforcement in Texas for close to a decade, and the last few years have been dedicated...
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Some people are willing to hand over their identities for cash, while organized fraudsters are lining up to buy them. What used to be a matter of stolen credit cards has turned into a global marketplace where personal details fuel large-scale fraud. Now with AI, automation, and deepfakes making impersonation easier than ever, it’s becoming much more difficult to protect identities. To understand how we got here and what can be done, I spoke with Ofer Friedman, Chief Business Development Officer at AU10TIX. Ofer has spent more than 15 years in the identity verification and compliance...
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Technology is moving faster than our ability to process its impact, forcing us to question trust, motivation, and the value of our time. Few people have had a closer view of those shifts than Esther Dyson. With a background in economics from Harvard, Esther built a career as a journalist, author, commentator, investor, and philanthropist, with a unique ability to spot patterns across industries and challenge assumptions before they become mainstream. She is the executive founder of Wellville, a ten-year nonprofit project dedicated to improving equitable well-being in communities across the...
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Cybercrime continues to evolve in sophistication and scale, with attackers running their operations much like businesses. From ransomware gangs with customer support desks to AI-generated phishing campaigns that erase traditional red flags, scams are becoming harder to detect and stop. In this episode, David Bittner, host of the CyberWire Daily Podcast, shares his perspective on the changing landscape of fraud and cyberattacks. Drawing on his background in media, theater, and podcasting, as well as years of reporting on security issues, he explains how both criminals and defenders are using...
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Cybercriminals are accelerating their attacks in ways that weren’t possible a few years ago. Artificial intelligence is giving them the ability to spin up phishing campaigns, voice clones, and deepfakes in minutes instead of days. As a result, the gap between what’s genuine and what’s fake is closing fast, making it harder for both individuals and organizations to defend themselves. I’m thrilled to welcome Brett Winterford, Vice President of Okta Threat Intelligence. Brett has had a front row seat to these changes. His team analyzes identity-based attacks and delivers insights to help...
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.