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On the show
From 10 epsHosts
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Recent episodes
Cybercrime Has Gone Cartel
Dec 18, 2025
28m 36s
Hacking Back, Legal Limits, and the Future of Cybersecurity Regulation
Nov 20, 2025
39m 56s
When Your AI Has a Login and a Mind of Its Own
Nov 6, 2025
37m 38s
Why Compliance Fatigue Is a National Security Risk
Oct 23, 2025
42m 01s
Why SOC 2 May Not Prove Security Anymore
Oct 9, 2025
40m 40s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 12/18/25 | ![]() Cybercrime Has Gone Cartel✨ | cybercrimecybersecurity+4 | Tom Kellermann | HITRUSTSecret Service+2 | — | cybercrimecybersecurity+5 | — | 28m 36s | |
| 11/20/25 | ![]() Hacking Back, Legal Limits, and the Future of Cybersecurity Regulation✨ | cybersecurityactive defense+3 | Cristin Flynn Goodwin | MicrosoftEU Cyber Resilience Act+1 | — | cybersecurityhacking back+4 | — | 39m 56s | |
| 11/6/25 | ![]() When Your AI Has a Login and a Mind of Its Own✨ | AIautonomous agents+3 | Richard Diver | Microsoft | — | agentic AIentitlements+3 | — | 37m 38s | |
| 10/23/25 | ![]() Why Compliance Fatigue Is a National Security Risk✨ | compliancecybersecurity+4 | Leah McGrathBrian Conrad | GovRAMPZscaler+2 | — | compliance fatiguecybersecurity+6 | — | 42m 01s | |
| 10/9/25 | ![]() Why SOC 2 May Not Prove Security Anymore✨ | SOC 2cybersecurity+4 | AJ Yawn | HITRUST Alliance | — | SOC 2security+7 | — | 40m 40s | |
| 9/25/25 | ![]() Chaos, Culture, and Cyber Resilience✨ | cyber resiliencechaos engineering+3 | Wendy Nather | — | — | cybersecurityresilience+5 | — | 37m 25s | |
| 9/11/25 | ![]() Uncle Ronnie and the Problem with AI Security✨ | AI securitycybersecurity+4 | Donnie Wendt | The Cybersecurity Trinity | — | AIcybersecurity+5 | — | 31m 37s | |
| 8/28/25 | ![]() Everything About Your Cyber Risk Assessment Is Wrong✨ | cybersecurityrisk assessment+3 | Douglas Hubbard | How to Measure Anything in Cybersecurity Risk | — | cyber risk assessmentrisk matrices+3 | — | 30m 42s | |
| 8/14/25 | ![]() AI, TPRM & the Chaos in Between✨ | third-party risk managementartificial intelligence+3 | Laz | HITRUST Alliance | — | AIthird-party risk+3 | — | 47m 10s | |
| 7/31/25 | ![]() HIPAA Healthcare: Then, Now and Future✨ | healthcare cybersecurityHIPAA updates+3 | — | HIPAAHITRUST Alliance | — | HIPAAhealthcare+5 | — | 42m 42s | |
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| 7/17/25 | ![]() Trust Vs: Season 3 | Cyber threats are evolving fast and compliance alone isn’t enough. This season on Trust vs., HITRUST’s Robert Booker, Jeremy Huval, Ryan Patrick to explore how to build true cyber resilience in a world transformed by AI, rising vendor risk, and outdated frameworks. It’s time to go beyond checkboxes and build trust that lasts. | — | ||||||
| 10/31/24 | ![]() Fostering the next generation of cybersecurity leaders | In today’s world, the demand for skilled cybersecurity professionals has never been greater, yet the gap between that demand and the available talent continues to grow. In this episode, we sit down with M.K. Palmore, an advisor, cybersecurity leader, and host of The Leadership Student podcast, to explore innovative ways to close this gap. M.K. shares insights on attracting new talent to the field, making cybersecurity careers more accessible, and preparing the next generation for the complexities of defending digital frontlines.Meet MK:https://www.linkedin.com/in/mkpalmore/The Leadership Student Podcast: https://podcasts.apple.com/us/podcast/the-leadership-student-podcast/id1685389339Meet Jeremy: https://www.linkedin.com/in/jeremyhuvalMeet Robert: https://www.linkedin.com/in/robertbooker/ | — | ||||||
| 10/17/24 | ![]() The Trust Partnership with the Board - Closing the Loop through Accountability and Engagement | If we want to excel in working with our boards, communication is key, and no one understands this better than Mike Connly. As the former CTO at United Health Group and an experienced board member himself, Mike is sharing his top strategies for setting clear goals, reviewing progress, and ensuring accountability in the boardroom. He highlights the importance of grasping vulnerabilities, measuring program effectiveness, and creating supportive environments for cybersecurity teams and boards to thrive. Meet Mike: https://www.linkedin.com/in/michael-connly-26b21410/Meet Jeremy: https://www.linkedin.com/in/jeremyhuvalMeet Robert: https://www.linkedin.com/in/robertbooker/ | — | ||||||
| 10/3/24 | ![]() AI Our Shared Responsibility | In the rapidly evolving world of artificial intelligence, grasping the layers of responsibility is essential for effectively implementing these technologies. In this episode, Richard Diver, a Solutions Architecture specialist for cloud security, author of Guardians of AI, and Senior Manager of Story Design at Microsoft, delves into the framework for AI responsibility. He emphasizes that while AI presents new solutions, many underlying challenges remain constant and shares that not all AI models are created equal. Breaking down the structure into three key layers (the AI platform, the application, and the usage layer) Richard underscores the importance of accountability at each level and breaks down the nuances of model selection.Meet Richard Diver: https://www.linkedin.com/in/rdiver/Read Guardians of AI: https://www.amazon.com/dp/B0D2TRVK33?ref_=cm_sw_r_cp_ud_dp_QHZZHT4CEEDAQQTFGSR2&skipTwisterOG=2Richard’s Newsletter: https://www.linkedin.com/newsletters/7065381482126577664/Meet Jeremy: https://www.linkedin.com/in/jeremyhuvalMeet Robert: https://www.linkedin.com/in/robertbooker/ | — | ||||||
| 9/19/24 | ![]() AI’s Biggest Threat is People | In this episode, we sit down with FC Freaky Clown, an ethical hacker and author of How to Rob Banks, to explore the evolving role of AI in cybersecurity. FC, known for his unique blend of physical and digital hacking skills, discusses how AI is transforming social engineering tactics and its impact on both attackers and defenders. He shares insights from his experience at Defcon and BlackHat, emphasizing that while AI enhances tools for both good and ill, it remains a force multiplier rather than a replacement for human skills. Tune in to learn about AI's role in modern attacks, its limitations, and the importance of a multi-layered security approach.Meet FC:https://www.linkedin.com/in/freakyclown/Read How To Rob Banks: https://www.goodreads.com/book/show/78294430-how-i-rob-banksCygenta: https://www.cygenta.co.ukMeet Jeremy: https://www.linkedin.com/in/jeremyhuvalMeet Robert: https://www.linkedin.com/in/robertbooker/ | — | ||||||
| 9/5/24 | ![]() The AI Conundrum: Security Standards in a World of Innovation | How can we balance innovation and regulation in the world of AI? In this episode, Rob van der Veer, an expert in AI, security, and privacy, takes us through his journey from AI startups in the 90s to leading security at the Software Improvement Group. He delves into the rapid evolution of AI, particularly with transformer models, and discusses the dual nature of AI’s potential and risks. Rob emphasizes the need for robust AI security standards and regulations, while exploring the contributions of organizations like OWASP to AI security and the global impact of Europe’s AI Act.Meet Rob: https://www.linkedin.com/in/robvanderveer/Meet Jeremy: https://www.linkedin.com/in/jeremyhuvalMeet Robert: https://www.linkedin.com/in/robertbooker/ | — | ||||||
| 8/22/24 | ![]() Cybersecurity Is Strategy- Not Just Settings And Systems | In this episode, Jason Clark, Chief Strategy Officer at Cyera shares insights on the evolving challenges of cybersecurity for organizations of all sizes. He breaks down the essentials of building a strong security strategy, emphasizing the importance of truly understanding your data and aligning cybersecurity efforts with your business goals. Whether you're a startup or an established company, this conversation offers practical advice on protecting your assets and staying ahead of threats in today's ever-changing digital landscape.Meet Jason: https://www.linkedin.com/in/jasonclarkfl/CYERA: https://www.cyera.io/Meet Jeremy: https://www.linkedin.com/in/jeremyhuvalMeet Robert: https://www.linkedin.com/in/robertbooker/ | — | ||||||
| 8/8/24 | ![]() The Ransomware Battle on the Cyber Frontier | Jeremy and Robert sit down with Ransomware Sommelier Allan Liska to unravel the complex world of Ransomware, the criminals that engage in this activity, and the growing risk of new forms of extortion. Allan, with over 20 years in the field, delves into the mindset of ransomware actors, crucial monitoring strategies, and the battle taking place on the cyber frontier. He reveals why paying ransoms is not just a financial decision but a catalyst for further attacks on all companies, and how both small organizations and large corporations can better prepare for and respond to these digital extortion schemes.Meet Allan: https://ransomwaresommelier.com/Grab a copy of Allan’s books: https://www.amazon.com/Books-Allan-Liska/s?rh=n%3A283155%2Cp_27%3AAllan+LiskaMeet Jeremy: https://www.linkedin.com/in/jeremyhuvalMeet Robert: https://www.linkedin.com/in/robertbooker/ | — | ||||||
| 7/25/24 | ![]() We Promise This Episode on Insurance Is Interesting | In a world full of digital threats, even the best cybersecurity can’t eliminate residual risk. That's where cyber insurance steps in. But securing it is no easy task, even for the most prepared organizations.In this episode, we are joined by Josh Ladeau, CEO of Trium Cyber and Sidney Prasse and Michael Giuliano from McGill and Partners to discuss the current state of cybersecurity insurance. Discover how security leaders, risk managers, brokers and underwriters are partnering to navigate this tricky terrain and how organizations like HITRUST are leading the charge to simplify the process and emphasize the critical role of assurance.Meet Sidney: https://mcgillpartners.com/team?member=2021Meet Josh: https://triumcyber.com/our-team/Meet Michael: https://mcgillpartners.com/team?member=1646Meet Jeremy: https://www.linkedin.com/in/jeremyhuvalMeet Robert: https://www.linkedin.com/in/robertbooker/ | — | ||||||
| 7/11/24 | ![]() AI Is Not a Strategy | We’re kicking off season 2 with a familiar face: Omar Khawaja is back to discuss how generative AI technology is impacting business governance and security leadership. Like other technologies, AI poses significant risk management challenges, but how can we better understand these systems to protect against them? Omar joins Robert and Jeremy to highlight the difference between understanding the business value created by AI over simply an AI strategy, the importance of defining the components that make up an AI system, the challenges security leaders face in engaging on AI initiatives, and advocating for integrating security expertise to ensure the safe and effective adoption of AI technologies.Meet Omar: https://www.linkedin.com/in/smallersecurity?Meet Jeremy: https://www.linkedin.com/in/jeremyhuvalMeet Robert: https://www.linkedin.com/in/robertbooker/ | — | ||||||
| 6/13/24 | ![]() Trust Vs: Season 2 | Join hosts Robert Booker and Jeremy Huval as they explore the critical importance of trust in cybersecurity in a whole new season of Trust Vs brought to you by HITRUST Alliance. This season, we’ll be speaking with industry experts to discuss the challenges and opportunities of artificial intelligence, cyber insurance, and emerging technologies.Tune in to learn strategies for building and maintaining trust in the digital age, all while navigating the evolving world of cybersecurity with confidence. | — | ||||||
| 5/23/24 | ![]() Rebuilding Trust After The Latest Breach – a Trust vs. special episode | We’re back with a special episode, recording in the midst of the largest breach in the American Healthcare industry. With this event, there has been a lot of concern and loss of trust in the systems that we put in place to keep us and our data secure. So how can we start to rebuild trust and confidence that we can better prepare for these attacks in the future? HITRUST CMO Steve Perkins joins the podcast to interview Trust Vs hosts Robert Booker and Jeremy Huval to unpack everything we have learned so far and why we should be focusing on cybersecurity assurance moving forward. Meet Steve: https://www.linkedin.com/in/steve-perkins-1604b31/Meet Jeremy: https://www.linkedin.com/in/jeremyhuvalMeet Robert: https://www.linkedin.com/in/robertbooker/Please consider rating and reviewing Trust vs. if you enjoyed this episode. | — | ||||||
| 9/28/23 | ![]() Trust vs. AI | In the final episode of Season 1, Jeremy and Robert look into the future of cybersecurity, assurance and compliance. Listen to a collection of this season’s guests about their predictions for the future and how disruptive technologies like AI will shake up the industry. Find out how to maintain trust in this era of technology, and uncover how it might impact you and your business. Meet Jeremy: https://www.linkedin.com/in/jeremyhuvalMeet Robert: https://www.linkedin.com/in/robertbooker/ | — | ||||||
| 9/14/23 | ![]() Trust vs. Enterprise Risk | Hosts Jeremy and Robert are joined by George DeCesare, Chief Technology Risk Officer at Kaiser Permanente, to discuss enterprise risk. George has the rare mix of skills of being both a lawyer and a cyber security expert and has also worked with the Los Angeles Sheriff’s Department. All of this experience makes for a great conversation about managing risk at complex organizations, and how risk management ties into the larger value creation of an organization. Meet George: https://www.linkedin.com/in/jorge-d-decesare-mba-jd-cism-8501694Meet Jeremy: https://www.linkedin.com/in/jeremyhuvalMeet Robert: https://www.linkedin.com/in/robertbooker/ | — | ||||||
| 9/7/23 | ![]() Trust vs. Third Parties | In this episode, hosts Jeremy and Robert sit down with Omar Khawaja. Omar is an experienced CISO and cybersecurity professional. He is the Field CISO at Databricks and a HITRUST Board Member. He joins this episode to discuss third-party risk, and how to set the security bar with your vendors. Throughout the episode, Omar stresses the importance of effective communication when it comes to security assessments and reports, and also dives into how to properly assess the risk levels of vendors. Meet Omar: https://www.linkedin.com/in/smallersecurity?Meet Jeremy: https://www.linkedin.com/in/jeremyhuvalMeet Robert: https://www.linkedin.com/in/robertbooker/ | — | ||||||
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