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Oh Hell No...Not My Data: Daily Summaries Delivered
by Keisha Bent
Oh Hell No...Not My Data is a cybersecurity podcast that goes far beyond cybersecurity fundamentals and eGRC basics. We dive into the real-world challenges leaders face everyday from governance gaps and operational pressure to team culture, communication, navigating career transition and the emerging world of AI. Hosted by Keisha Bent, the show bridges the gap between technical experts, business leaders, and rising cybersecurity professionals. Each episode delivers practical lessons, leadership perspectives, and actionable strategies for navigating modern cyber challenges.
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- 5 days ago46 min
Episode 24: The Human Blind spot
What if the biggest security risk isn't your software, but your instinct to trust? In this episode security analyst, best-selling author and "strategic human firewall" architect Robert Siciliano explains how criminals use AI, deepfakes and voice cloning to exploit what he calls the human blind spot. He also shares why traditional phishing training falls short and a simple playbook for breaking the fake. Robert closes with his own "Oh hell no" moment: a convincing fake Google Security call that nearly fooled him.Key topicsHow a 1995 hack led Robert to a 30-plus-year career in security awarenessThe human blind spot: how scammers weaponize trust and manufactured urgencyDeepfakes, voice cloning and the $25 million Hong Kong video-call fraudPig butchering scams and the human trafficking behind themWhy phishing simulations aren't enough, and what "security appreciation" meansThe Triple A protocol: analyze, authenticate, actRobert's "oh hell no" moment: the fake Google Security callConnect with Robert:protectnowlc.com and LinkedInThe brief from Editor described a different episode (an early online encyclopedia with Wes). It didn't match this edit's transcript, so I wrote from the transcript. Robert's last name is spelled "Siciliano" throughout, though the transcript sometimes shows it as "Scilliano".This is a draft only. Nothing has been published or changed in Captivate.
- 1 weeks ago58 min
Episode 23: The Hidden Risks of AI Agents: Permissions, Visibility and Enterprise Governance
AI agents are moving fast but is AI governance keeping up? In this episode of Oh Hell No…Not My Data, Keisha sits down with Nathanael Iversen, Chief Evangelist at Zentera Systems, to discuss the real-world security, governance, and oversight challenges organizations are facing as AI agent adoption accelerates. The conversation is centered on research from Zentera Systems and Trend Candy involving 251 influential security leaders and their concerns around governing AI agents at scale. Nathanael breaks down the difference between AI tools and AI agents, why agents can create new risks when operating with user permissions, and why many organizations may need to rethink visibility, authorization, credential management, and project-level isolation. The discussion also covers why leaders are worried about AI agents crossing boundaries, how companies can balance innovation with governance, and what CEOs, CIOs, CISOs, and boards should be asking right now. If your organization is exploring AI, deploying AI agents, or trying to understand the security implications of agentic AI, this episode offers practical insight into how to move forward responsibly without slowing innovation. In this episode, we discuss: The difference between AI tools and AI agents Why AI agents need stronger governance and oversight The risks of over-permissioned AI agents Project-level isolation and authorization controls Why visibility into AI agent behavior is a growing challenge What CEOs, CIOs, CISOs, and boards should ask about AI governance Real-world examples of AI agent risks and lessons learned How organizations can build safer AI sandboxes and governance models Learn more about Zentera Systems and the Agents of Change report through Zentera’s website: https://www.zentera.net/ Don’t forget to like, subscribe, and share for more conversations on data privacy, cybersecurity, AI governance, and responsible technology.
- 2 weeks ago1h 21m
Episode 22: What Big Tech Doesn't Want You To Know About Your Data with Daniel Rodgers
In this episode of Oh Hell No…Not My Data, Keisha sits down with Daniel C. Rodgers, award-winning author, former big tech program manager, podcaster, financial freedom expert, and creator of the Escape the Clock methodology for a powerful conversation about privacy, AI, data collection, and the hidden cost of convenience. Daniel shares insights from more than 20 years in tech, including work connected to Microsoft, Google, cloud, product, program management, and AI infrastructure. Together, Keisha and Daniel explore why personal data is more valuable than most people realize, how AI changes the privacy conversation, and why clicking “accept,” “allow,” or “agree” without pausing can have long-term consequences.The conversation also dives into Daniel’s science fiction novel Kill Switch, a warning-style exploration of artificial intelligence, control, human autonomy, surveillance, and what could happen if society hands too much power over to systems we may not be able to shut down. From real-world phishing stories to AI-generated images, data brokers, smart devices, surveillance, and the future of personal freedom, this episode will make you rethink what you share online and who may be using it. Learn more about Daniel C. Rodgers: www.escapetheclock.com#podmatchI connected with Daniel through Podmatch. Join Podmatch and connect with amazing guests like Daniel https://www.joinpodmatch.com/ohhellno.
- 3 weeks ago27 min
Bonus Episode 21: Cybersecurity Awareness Month: Small Business, Big Risk: Cybersecurity Moves That Matter
In this special Cybersecurity Awareness Month episode of Oh Hell No…Not My Data, Keisha welcomes back Robert Maxwell, founder of TGT Solutions, to discuss practical cybersecurity strategies for small and medium-sized businesses. Many small business owners believe they are “too small” to be attacked, but Robert explains why that assumption can put business data, customer trust, and company reputation at risk. This episode breaks down common vulnerabilities, why prevention matters, how to think about cybersecurity on a small budget, and the practical steps every business can take to strengthen protection over time.You’ll learn why cybersecurity is not a one-time task, how awareness training can help teams stop and review before clicking suspicious emails, why multi-factor authentication matters, and how working with the right partner can help small businesses build a realistic month-over-month cybersecurity plan. Robert also shares an important reminder about AI: bad actors can use AI too, so businesses need to understand what data is exposed, what is password protected, what is logged, and where expert guidance may be needed. If you are a small or mid-sized business owner, this episode is a reminder that protecting your data is not just about technology, it is about protecting your customers, your reputation, and the future of your business.
- Oct 6, 202643 min
Episode 20: Third-Party Cyber Risk: How to Protect Your Supply Chain with Jeffrey Wheatman
In this episode of Oh Hell No…Not My Data, host Keisha Bent sits down with cybersecurity and cyber risk expert Jeffrey Wheatman of Black Kite to unpack one of today’s biggest business challenges: third-party cyber risk and supply chain security. They explore why traditional vendor risk assessments are no longer enough, how cyber incidents can cascade across physical and digital supply chains, and why continuous monitoring and collective resilience matter more than ever.Jeffrey shares practical insights on third-party risk management, including how to identify critical vendors, manage fourth-party risk, strengthen vendor contracts, prepare for ransomware and other cyber incidents, communicate cyber risk to executives and boards, including a few tips on off-boarding vendors. The conversation also examines how AI can transform vendor risk monitoring, data analysis, and risk discovery.Whether you work in cybersecurity, risk management, GRC, vendor management, procurement, or business leadership, this episode offers actionable strategies for building a more resilient supply chain and managing cyber risk before disruption hits.
- Sep 28, 202641 min
Episode 19: Quantum Is Coming for Your Trust With David Pollak
Quantum computing could change everything we know about cybersecurity especially the cryptography we rely on every day.In this episode of Oh Hell No…Not My Data, Keisha talks with David Pollak, founder of Spice Labs, about post-quantum cryptography, digital trust, and why organizations need to understand where cryptography lives inside their software before quantum computing makes current encryption easier to break.David breaks down complex topics like public and private keys, digital signatures, encrypted connections, cryptographic libraries, and the difference between Harvest Now, Decrypt Later and Harvest Now, Forge Later attacks. He also explains why the biggest threat may not just be stolen data, it may be the erosion of trust when attackers can forge signatures, commands, or documents that look legitimate.This episode is perfect for cybersecurity professionals, technology leaders, students, and anyone who wants a clearer understanding of how quantum computing may impact data security, software systems, and the future of digital trust.Topics include:Cryptography explained for beginnersPublic key vs. private key encryptionQuantum computing and cybersecurity riskPost-quantum cryptography readinessCryptographic Bill of MaterialsAI and cryptographic attacksSoftware maintenance as a security strategyLearn more about David Pollak and Spice Labs at SpiceLabs.io.
- Sep 21, 202635 min
Episode 18: The Cyborg CEO: How to Use AI to Scale Your Business Without Losing the Human Touch
In this episode of Oh Hell No…Not My Data, Keisha sits down with Darren Goonawardana, CEO of Collective, to explore the rise of the “Cyborg CEO”—a leader who combines human intelligence with AI to work smarter, automate strategically, and drive better business outcomes. Darren shares lessons from 30 years in tech and explains why the future isn’t simply AI replacing humans, but humans and technology working together.On this episode you’ll learn how CEOs and business owners can identify the right processes to automate, why human judgment should remain in the loop, and why simply using AI to recreate a bad business process misses the opportunity. Darren also shares Collective’s experience using AI across marketing, sales, and back-office operations while balancing governance, data security, cost, and ROI.The conversation covers:How to start implementing AI in your businessWhat CEOs should automate first—and what they shouldn’tAI agents, automation, and the “Cyborg CEO” mindsetWhy AI adoption is often a cultural challenge, not just a technology challengeData governance, privacy, security, and responsible AI adoptionHow businesses can measure AI costs, productivity, and ROIWhy human experience and judgment still matterHow to redesign workflows instead of automating broken processesDarren’s unexpected “Oh Hell No” moment that changed Darren’s perspective on business and lifeWhether you’re a CEO, entrepreneur, technology leader, cybersecurity professional, or business owner exploring artificial intelligence, this episode offers practical insights for adopting AI while keeping humans where they matter most.Subscribe to Oh Hell No…Not My Data for conversations about AI, cybersecurity, GRC, data, technology, and the changing world of work.
- Sep 14, 202652 min
Episode 17: Enterprise Transformation in the Age of AI: What Project Leaders Need to Know
In this episode of Oh Hell No…Not My Data, Keisha sits down with Rick Catalano, author of The AI Project Manager and founder of the AI Project Manager Certification Program, to unpack what decades of enterprise transformation experience have taught Richard about failed projects, disconnected data, leadership, and the future of project management. If you work in project management, consulting, enterprise technology, transformation, or AI, this conversation offers a practical look at where project leadership is headed.Please Like, subscribe, share, and leave a comment to support Oh Hell No…Not My Data.Connect with Rick on Linkedin
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About Oh Hell No...Not My Data
Oh Hell No...Not My Data is a cybersecurity podcast that goes far beyond cybersecurity fundamentals and eGRC basics. We dive into the real-world challenges leaders face everyday from governance gaps and operational pressure to team culture, communication, navigating career transition and the emerging world of AI. Hosted by Keisha Bent, the show bridges the gap between technical experts, business leaders, and rising cybersecurity professionals. Each episode delivers practical lessons, leadership perspectives, and actionable strategies for navigating modern cyber challenges.
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