When Cybercrime Gets Personal
Easy Prey
Most security breaches don't begin with sophisticated code or elaborate technical exploits. They begin with a phone call, a convincing email, or someone at a help desk who just wanted to be helpful. The human layer is often the weakest link, and the criminals who understand that are the ones causing the most damage. My guest today is May Chen-Contino. She's the CEO of Unit 221B, a threat disruption company that delivers actionable intelligence to enterprises, law enforcement, and government agencies. Her background spans cybersecurity, fintech, and SaaS leadership at companies like PayPal and...
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Stopping Phone Scams
Easy Prey
Phone scams get dismissed as background noise or just annoying interruptions and unknown numbers with robotic voices we learn to ignore. But behind that noise is an industry built on psychology, automation, and staggering profitability. My guest today is Alex Quilici. He’s an engineer, entrepreneur, and the CEO of YouMail, a company focused on protecting consumers and businesses from unwanted and fraudulent calls. Alex has spent years analyzing how robocalls and scam campaigns are designed, how they evolve, and why they continue to work despite better technology and increased awareness. What...
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Stolen Identity - Stolen Peace
Easy Prey
Identity theft gets talked about a lot, but usually in the abstract: freeze your credit, watch your statements, don't click suspicious links. What doesn't get talked about nearly enough is what it actually feels like when someone isn't just using your card number, but is actively living as you. My guest today is Brooklyn Lyons. She's 25, recently married, and by her own admission, had no particular expertise in fraud or cybersecurity before October of 2024. That changed when her car window was smashed in a parking lot, and her work bag, laptop, wallet, driver's license, and everything...
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Inside Modern Fraud
Easy Prey
Fraud doesn’t always announce itself with obvious warning signs. Quite often, it shows up wrapped inside something that feels routine — a purchase you’ve made before, a link that looks legitimate, a message that arrives at just the wrong moment. Nothing feels suspicious, so your guard stays down. By the time questions start forming, the transaction is already done. My guest today is Iremar Brayner. He’s spent more than 15 years working in fraud prevention and risk management across payments, retail, ride-hailing, fintech, and digital marketplaces. In his role at G2A, he leads fraud...
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Money Laundering
Easy Prey
Organized crime is often imagined as something violent, chaotic, and obvious. But today, it looks far more polished than that. It operates like a multinational business, spread across borders, built on trust networks, specialization, and efficiency rather than brute force. This episode looks at how modern scams, fraud, and money laundering actually work and why they’re so hard to spot before serious damage is done. My guest is Geoff White, an investigative journalist who has spent decades covering organized crime, cybercrime, and financial fraud. His reporting has appeared on BBC News, Sky...
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Critical Infrastructure Risks
Easy Prey
Most cybersecurity conversations focus on stolen data, breached accounts, and attacks that live entirely on screens. This episode looks at a far more consequential threat: what happens when cyberattacks target the physical systems that keep society running. Power, water, transportation, and manufacturing. When those systems fail, the consequences aren’t just digital. They’re immediate, visible, and sometimes dangerous. My guest is Lesley Carhart, Technical Director of Incident Response at Dragos, a cybersecurity firm focused exclusively on protecting critical infrastructure. Lesley...
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Familial Identity Theft
Easy Prey
Identity theft is usually framed as an external threat. Hackers, data breaches, anonymous criminals operating somewhere far away. This episode looks at a much harder reality to face: identity theft that happens inside families, often quietly, over many years, and without immediate detection. The damage isn’t just financial. It reshapes trust, relationships, and a person’s sense of stability long before anyone realizes what’s happening. My guest is Axton Betz-Hamilton, an associate professor of financial counseling and planning whose research focuses on familial and child identity theft....
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Exploiting Trust (Part 2)
Easy Prey
Security failures rarely come from cutting-edge attacks or sophisticated tools. They happen in ordinary moments when someone holds a door, follows an instruction without questioning it, or finds a workaround that makes their day easier. Those small, human decisions are often the real entry points, and they tend to compound over time. This episode picks up the second half of our conversation on exploiting trust with FC Barker, a veteran ethical hacker and physical security expert known for legally breaking into banks, government buildings, and high-security facilities around the world. With...
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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....
info_outlineA 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. Zachary shares the inside story of a LockBit ransomware attack that unfolded while his team was still building foundational security controls, forcing real-time decisions about recovery, disclosure, negotiations, and whether paying a ransom was even an option.
We talk about the shame that keeps many cyber incidents hidden, the emotional weight leaders carry during these moments, and the practical realities that don’t show up in tabletop exercises from buying bitcoin to restoring systems when password managers are encrypted. It’s an honest, grounded discussion about resilience, preparedness, and why sharing these stories openly may be one of the most important defenses organizations have.
Show Notes:
- [04:05] Zachary Lewis explains why the absence of an immediate ransom note delayed suspicion of an attack.
- [06:00] The first technical indicators suggest something more serious is unfolding.
- [07:45] Discovering encrypted hypervisors and realizing recovery won’t be straightforward.
- [09:30] Zachary outlines when data exfiltration became a real concern.
- [11:05] Receiving the LockBit ransomware note confirms the organization has been compromised.
- [12:55] The 4:30 a.m. phone call pushes leadership into full crisis mode.
- [14:40] Zachary reflects on managing fear, responsibility, and decision fatigue mid-incident.
- [16:20] Executive expectations collide with technical realities during the breach.
- [18:05] Why “doing most things right” still doesn’t guarantee protection.
- [19:55] Cyber insurance begins shaping early response decisions.
- [21:35] Bringing in incident response teams and legal counsel under tight timelines.
- [23:20] Zachary describes working with the FBI and understanding jurisdictional limits.
- [25:10] What law enforcement can and cannot realistically provide during ransomware events.
- [26:50] Opening communication channels with the threat actors.
- [28:35] The psychological pressure behind ransomware negotiations.
- [30:10] Attacker-imposed timelines force rapid, high-stakes decisions.
- [31:55] Zachary walks through the practical challenges of acquiring cryptocurrency.
- [33:40] Why encrypted password managers created unexpected recovery barriers.
- [35:15] Determining which systems could be restored first—and which could not.
- [37:00] Lessons learned about backup integrity and offline recovery.
- [38:45] The importance of clear internal communication during uncertainty.
- [40:25] Balancing transparency with legal and reputational concerns.
- [42:10] How staff reactions differed from executive responses.
- [43:55] Zachary discusses the stigma that keeps many ransomware incidents quiet.
- [45:40] Why sharing breach stories can strengthen collective defenses.
- [47:20] MFA gaps and configuration issues exposed by the attack.
- [49:05] Why tabletop exercises fall short of real-world incidents.
- [50:50] Long-term security changes made after recovery.
- [52:30] Zachary offers advice for CISOs facing their first major incident.
- [54:10] What preparedness really means beyond compliance checklists.
- [56:00] Why resilience and recovery deserve equal priority.
- [58:30] Final reflections on leadership, accountability, and learning in public.
Thanks for joining us on Easy Prey. Be sure to subscribe to our podcast on iTunes and leave a nice review.