When Trust Becomes a Trap
Easy Prey
Most people use technology all day without giving much thought to what is happening behind the screen. We trust routers that may not have been updated in years, depend on internet systems few of us understand, and now turn to artificial intelligence for everything from travel plans to home repairs. That convenience comes with tradeoffs. In this episode, we look at the weaknesses built into our connected world and what happens when our technical knowledge fails to keep pace with the technology surrounding us. Sherrod DeGrippo leads threat intelligence for Unit 42 at Palo Alto Networks, where...
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Scam Compounds
Easy Prey
When most people think about online scams, they picture criminals sitting behind a screen and stealing from victims around the world. But in Southeast Asia, many of the people sending those messages are victims too. Some were promised legitimate jobs, flown across borders, trapped inside guarded compounds, and forced to scam others while trying to survive. In this episode, I talk with Ivan Franceschini, a lecturer in Chinese Studies at the Center for Contemporary Chinese Studies Asia Institute. After years of studying labor rights, civil society, and Chinese investment in Cambodia,...
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Sports Betting
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Sports betting is everywhere now. It is in the commercials, on the apps, wrapped into game broadcasts, and sold as a fun way to make sports more exciting. But behind the easy sign-ups and “risk-free” offers is an industry built on odds most people do not fully understand, fine print that can cost real money, and a business model that depends on customers losing. In this episode, I talk with Danny Funt, an investigative reporter and the author of Everybody Loses: The Tumultuous Rise of American Sports Gambling. His reporting on sports betting, politics, news, and sports media has appeared...
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Google Maps Scams
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Most people are not thinking clearly when they need a locksmith or a plumber. They are locked out, water is leaking, something broke, and they just want somebody nearby who can fix it. So they open Google, tap one of the first businesses that comes up, and assume the listing is real. Unfortunately, that is exactly the kind of situation scammers count on. In this episode, Mike Blumenthal, co-founder and analyst at Near Media, talks about fake local business listings and the ways bad actors have learned to game Google Maps. Mike has been following this problem for years, going back to the...
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Job Recruiter Scams
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Job hunting is hard enough without having to stop and ask whether the recruiter in your inbox is even real. My guest today, Jay Jones, ran into that problem firsthand after being laid off in December 2023. With his daughter due to be born just weeks later, Jay began receiving messages from recruiters that looked promising at first, but quickly turned out to be fake. Jay, also known as The Profiler, decided not to ignore what was happening. He started investigating the patterns behind these scams and has since identified and helped remove thousands of fake profiles, fraudulent companies, and...
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Bail Bonds Scams
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Getting a call that someone you love has been arrested is scary enough. Getting that call from someone who sounds official, knows just enough to seem credible, and says you have to send money right away is exactly the kind of moment scammers are counting on. Julie Henderson is the president of the North Carolina Bail Agents Association and has spent 24 years working in the bail bond industry. She started in the field almost by accident after applying for what she thought was a legislative assistant job, and she has stayed because she cares about helping people get through one of the most...
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Confessions of a Fraudster
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Technology keeps changing, but many of the most effective scams still come down to something very human: trust. My guest today is Tony Sales, co-founder of We Fight Fincrime and Underworld TV. Tony has a perspective most people in fraud prevention will never have. Earlier in his life, he was involved in organized financial crime and was once described in the UK press as Britain’s greatest fraudster. After years in that world, and after serving time in prison, Tony made the decision to use what he knew to help stop the very crimes he had once been part of. Today, Tony works with...
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Personal Safety
Easy Prey
Scams and safety threats don’t always announce themselves. Sometimes they start quietly, with a moment of distraction, a strange feeling you ignore, or a situation that shifts just enough to test whether you’re paying attention. My guest today is S. Gale Bleth, a personal safety educator, certified RAD self-defense instructor, speaker, and author of Aware: A Personal Safety Playbook for Leaving the Nest. Gale brings a deep background in crime prevention and safety education, including 16 years at Cal State East Bay and 16 years as a crime prevention specialist with the Hayward Police...
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Data For Sale
Easy Prey
Everyday conveniences ask for tiny pieces of information all the time like a phone number at checkout, a zip code at the register, an email address for a receipt, or a loyalty account for a small discount. At the moment, it can feel harmless. But those small details can add up quickly, creating a personal profile that businesses, data brokers, scammers, and even people with bad intentions can use in ways most of us never agreed to or fully understood. My guest today is Ron Zayas, CEO of Ironwall by Incogni. Ron is an online privacy expert, speaker, and author who has helped the judiciary, law...
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Exploiting Psychology
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Scams are often explained as a failure of judgment, but the truth is far more human. People are not fooled because they are foolish. They are manipulated at the exact moment emotion overrides logic, whether that emotion is fear, loneliness, hope, urgency, financial stress, or the desire to believe something better is finally possible. My guest today is Dr. John Demartini, one of the world’s leading authorities on human behavior, perception, resilience, and personal development. For more than five decades, he has researched, written, and taught in the fields of human awareness and potential....
info_outlineThe 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 navigating complex cyber environments.
Chris talks about his unconventional path into the industry, how much harder it is for new professionals to enter cybersecurity today, and the surprising story of how he recently fell for a fake Facebook ad that showcased just how convincing AI-powered scams have become. He breaks down the four major waves of InfoSec from the rise of the web, through mobile and cloud, to the sudden, uncontrollable arrival of generative AI. He then explains why this fourth wave caught companies completely off guard. GenAI wasn’t something organizations adopted thoughtfully; it appeared overnight, with thousands of employees using it long before security teams understood its impact. That forced long-ignored issues like data classification, permissions cleanup, and internal hygiene to the forefront.
We also dive into the world of agentic AI which is AI that doesn’t just analyze but actually acts and the incredible opportunities and dangers that come with it. Chris shares how low-code orchestration, continuous penetration testing, context engineering, and security “mesh” architectures are reshaping modern InfoSec. Chris spends a lot of time talking about the human side of all this and why guardrails matter, how easy it is to over-automate, and the simple truth that AI still struggles with the soft skills security teams rely on every day. He also shares what companies should think about before diving into AI, starting with understanding their data, looping in legal and privacy teams early, and giving themselves room to experiment without turning everything over to an agent on day one.
Show Notes:
- [00:00] Chris Kirschke, Field CISO at Tuskira, is here to explore how AI is reshaping cybersecurity and why modern threats look so different today.
- [03:05] Chris shares his unexpected path from bartending into IT in the late ’90s, reflecting on how difficult it has become for newcomers to enter cybersecurity today.
- [06:18] A convincing Facebook scam slips past his defenses, illustrating how AI-enhanced fraud makes traditional red flags far harder to spot.
- [09:32] GenAI’s sudden arrival in the workplace creates chaos as employees adopt tools faster than security teams can assess risk.
- [12:08] The conversation shifts to AI-driven penetration testing and how continuous, automated testing is replacing traditional annual reports.
- [15:23] Agentic AI enters the picture as Chris explains how low-code orchestration and autonomous agents are transforming security workflows.
- [18:24] He discusses when consumers can safely rely on AI agents and why human-in-the-loop oversight remains essential for anything involving transactions or access.
- [21:48] AI’s dependence on context becomes clear as organizations move toward context lakes to support more intelligent, adaptive security models.
- [25:46] He highlights early experiments where AI agents automatically fix vulnerabilities in code, along with the dangers of developers becoming over-reliant on automation.
- [29:50] AI emerges as a support tool rather than a replacement, with Chris emphasizing that communication, trust, and human judgment remain central to the security profession.
- [33:35] A mock deposition experience reveals how AI might help individuals prepare for high-stress legal or compliance scenarios.
- [37:13] Chris outlines practical guardrails for adopting AI—starting with data understanding, legal partnerships, and clear architectural patterns.
- [40:21] Chatbot failures remind everyone that AI can invent policies or explanations when it lacks guidance, underscoring the need for strong oversight.
- [41:32] Closing thoughts include where to find more of Chris’s work and continue learning about Tuskira’s approach to AI security.
Thanks for joining us on Easy Prey. Be sure to subscribe to our podcast on iTunes and leave a nice review.