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
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
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
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
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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The Scam You Never See Coming
Easy Prey
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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Hacking AI
Easy Prey
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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The Ransomware War
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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Opportunistic Crimes
Easy Prey
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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Post Scam Guidebook
Easy Prey
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...
info_outlineThe CISO role is constantly changing. With all the shifts in cybersecurity, it's crucial to find ways to attract new talent to close the growing skills gap. CISOs now juggle complex systems managed at multiple levels and handle burnout amongst many other responsibilities.
Today's guest is Jill Knesek. Jill is the Chief Information Security Officer for Blackline, a company that does financial SaaS solutions. It’s based out of the Los Angeles area. She’s been there almost three years now as the CISO, running the information security team.
She previously served as Chief Security Officer for BT Global Services. She has more than 15 years' experience directing security programs, including service as a special agent for the FBI assigned to the Cyber Crime Squad in Los Angeles Field Office, where she was involved in several high-profile cases, including Kevin Mitnick.
In this episode, we cover the CISO role evolving from low visibility to a C-level position, managing multi-cloud infrastructures and aligning with other teams and the ongoing cybersecurity skills gap and burnout. Jill also talks about incident response and crisis management and collaboration within the cybersecurity community to fill the blind spots and strengthen the defenses.
Show Notes:
- [01:23] She's now the Chief Information Security Officer for Blackline, a company that does financial SaaS solutions.
- [02:00] She was also an FBI special agent for 3 and 1/2 years working cybercrime. She was super excited, because this was her lifelong dream.
- [03:35] She loved the FBI, but she knew she could do more for the industry on the private side.
- [04:21] Jill talks about how the CISO role has evolved. It's now a C-level position.
- [06:26] Some of the boards were very interested in what was going on with security. There has to be a balance with funding and proving your success.
- [07:39] Now complexity is an issue.
- [09:03] The cloud adds so many connecting services.
- [11:45] CISOs are getting more responsibility and need more qualified people in their teams. There's a gap with not enough people coming into the cybersecurity industry.
- [12:30] How the idea of stress and working nights and weekends can deter some graduates from the cybersecurity industry.
- [15:15] Boards and executive committees expect the CISO to be right in the middle of things. They want real-time updates and to know what everyone is working on right now.
- [17:47] The importance of keeping a calm level-headed view when something goes wrong.
- [21:41] We learn about the flow of straightening out curves or incidents. Learn during the small incidents and practice the process.
- [23:57] The importance of not scolding the team for being too quick to react. It's better to have a false alarm than to ignore a serious problem.
- [25:10] Jill does a one-to-one with everyone on her team each quarter. She tries to Mentor them with some of the things that she's learned.
- [30:29] We hear about a couple of incidents where ransomware got into the environment.
- [35:01] When someone else reported that something weird was going on in the network.
- [38:27] To help with the talent gap, we need to start introducing cybersecurity at the high school level.
- [42:15] It's important for CISOs to be connected with other groups and events.
Thanks for joining us on Easy Prey. Be sure to subscribe to our podcast on iTunes and leave a nice review.