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Phishing Attack Awareness and Training with Josh Bartolomie

Easy Prey

Release Date: 07/24/2024

Critical Infrastructure Risks show art 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 show art 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) show art Exploiting Trust (Part 2)

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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) show art 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 show art Surviving a Ransomware Attack

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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....

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Why You Fall For Scams show art Why You Fall For Scams

Easy Prey

Why do smart, capable people fall for scams even when the warning signs seem obvious in hindsight? In this episode, Dan Ariely joins us to examine how intuition often leads us in the wrong direction, especially under stress, uncertainty, or emotional pressure. A renowned behavioral economist, longtime professor of psychology and behavioral economics at Duke University, and bestselling author of Predictably Irrational, The Upside of Irrationality, Misbehaving, and Misbelief, Dan has spent decades studying why rational people consistently make choices that don’t serve them.  We talk about...

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Mobile Device Threats show art Mobile Device Threats

Easy Prey

In a world where we’re told to carry our entire lives in our pockets, we’ve reached a strange tipping point where the very devices meant to connect us have become windows into our private lives for those who wish us harm. It’s no longer a matter of looking for the "shady" corners of the internet; today, the threats come from nation-state actors, advanced AI, and even the people we think we’re hiring. We are living in an era where the most sophisticated hackers aren't just trying to break into your phone, they’re trying to move into your business by pretending to be your best...

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Past, Present, and Future of AI agents show art Past, Present, and Future of AI agents

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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You Are Traceable with OSINT show art You Are Traceable with OSINT

Easy Prey

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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Anyone Could Walk In show art Anyone Could Walk In

Easy Prey

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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More Episodes

Criminals do their own recon to study how vendors craft their emails and how they can structure them to match. Scammers know employees are busy and that they want to act promptly on requests, but they also understand it takes time to verify the validity of the email. How do we train employees to know what is real and what isn’t?

Today’s guest is Josh Bartolomie. After joining Cofense in 2018 as the Director of Research and Development, Josh currently serves as the Vice President of Global Threat Services. He has over 25 years of IT and cybersecurity experience. He designed, built, and managed security operations centers, incident response teams, security architecture, and compliance for global organizations. 

Show Notes:

  • [1:08] - Josh shares his background and what he does in his current role at Cofense.
  • [4:06] - After all these years, email continues to be an easy way for scammers to target many people at one time and victimize a percentage of them.
  • [5:52] - Wherever there are a lot of people, that is where attackers will go because that is a bigger pool of success for them.
  • [7:08] - You used to be able to block emails with an unsubscribe button, but now we rely on those emails, too.
  • [9:50] - The goal is not to stop them altogether, because at this point it isn’t possible. The goal is to dissuade people from clicking links and trusting emails.
  • [11:47] - With AI and LM, crafting emails has never been easier for scammers.
  • [13:48] - Organizations get hit in different ways, but HR generally gets targeted a lot.
  • [16:54] - Intellectual property theft is also a part of email crafting.
  • [20:14] - Chris shares the story of an unfortunate experience.
  • [25:10] - Acknowledge that these things do happen and they can happen to you.
  • [27:33] - Always call the vendor. It’s an extra layer and extra work, but never trust an email that says something has changed when it comes to finances.
  • [28:54] - Organizations should have a strong reporting culture.
  • [30:55] - Employees can report emails that seem suspicious. The majority of them are spam emails, rather than scams, but they should be reported.
  • [34:02] - What constitutes a spam email? What is the difference?
  • [36:13] - Organizations tend to cut IT and cybersecurity when there are budget cuts.
  • [39:18] - This is changing every single day.
  • [41:46] - Scammers collect data and create profiles. They are very sophisticated in their strategies to target organizations.

Thanks for joining us on Easy Prey. Be sure to subscribe to our podcast on iTunes and leave a nice review. 

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