What’s Next After Building a $2.5B Cybersecurity Company with Dean Sysman

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1. 

   S6 · E423 · 17 Apr 2026 · 35 min

   The Epidemic of Sameness Is Killing Your Brand with Don Jeter

   In 2025, Torq brought a monster truck to RSAC. And Don Jeter, Torq's CMO, will be the first to tell you: nobody's buying an AI SOC platform because of a grave digger in the booth. In this episode, Ron sits down with Don to discuss what Torq is actually doing in a category packed with 60 near-identical vendors, and why "the epidemic of sameness" is the real threat to every cybersecurity brand right now. Don explains why Torq builds everything in-house, why he starts every strategy by listening instead of pitching the product, and why the only differentiator left in cyber marketing is how much…

2. 

   S6 · E422 · 7 Apr 2026 · 29 min

   Minutes to Meltdown: Cyber Recovery When It Counts with Chris Bevil

   Most organizations are prepping for disaster recovery when they should be building for cyber recovery, and those are not the same thing. Recorded live at RSAC Conference 2026, Ron sat down with Chris Bevil, Principal Security AI Strategist at Commvault, to break down what actually happens after a breach hits and why most teams are caught flat-footed. Chris walks us through Commvault's Minutes to Meltdown tabletop exercise, why isolated recovery environments matter, and how clean data determines whether you get your company back in hours or in 200+ days. This episode will tell you what…

3. 

   S6 · E421 · 1 Apr 2026 · 24 min

   Building AI Governance Before the Incidents Hit with Guru Sethupathy

   AI adoption is outpacing governance at every level, and the cost of waiting is getting higher by the day. Guru Sethupathy, General Manager of AI Governance at Optro and former Founder of FairNow, breaks down what it really takes to build trust in AI systems before things go sideways. Guru lays out a simple but powerful 3 P’s Framework: policies, process, and people, connecting it to what teams are actually dealing with right now, from shadow AI to security threats that don’t look like anything we’ve seen before. If 2026 is the year AI moves from experiments to real operations, this…

4. 

   S6 · E420 · 31 Mar 2026 · 14 min

   What Happens When Attackers Collaborate More Than Defenders? Ron Eddings Reporting Live from RSAC Conference

   What happens when attackers collaborate better than defenders? Recorded live from RSAC 2026, this solo episode with Ron breaks down the biggest themes shaping cybersecurity right now, from organized threat groups and massive data breaches to the growing tension between productivity and control inside modern organizations. This conversation highlights a hard truth. The threat landscape is evolving through collaboration. From phishing-as-a-service platforms like Tycoon 2FA to supply chain breaches impacting entire ecosystems, attackers are sharing tools and moving faster than ever. But there’s…

5. 

   S6 · E419 · 20 Mar 2026 · 21 min

   RSAC 2026: Show Up or Fall Behind

   What does it mean when your smart doorbell becomes an entry point for surveillance? What happens when a single hacker can jailbreak every major AI model within hours of its release? And why are the same tools being used by both nation-state attackers and the defenders trying to stop them? In this solo episode, Ron Eddings breaks down the urgent case for practitioner unity in cybersecurity, from AI-powered jailbreaking and IoT surveillance creep to geopolitical cyber operations. With RSAC 2026 just around the corner, this episode is a rallying cry for the community to come together, share…

6. 

   S6 · E417 · 6 Mar 2026 · 39 min

   Can AI Do Your Cyber Job? Post Your Job Req and Find Out with Marcus J. Carey

   Last episode, Ron and Marcus made predictions. This episode, they brought the receipts. A journalist built an app with vibe coding and got hacked on live television. A social network built entirely by AI (not a single line of human code!) exposed 1.5 million authentication tokens and private messages between agents. And 88% of organizations have already had an AI security incident, while barely 14% of deployed agents ever saw a security review. The warnings from last episode aged fast. Marcus J. Carey is back to talk about what that actually means for the people building right now, not the…

7. 

   S6 · E416 · 6 Mar 2026 · 40 min

   Why 69% of CISOs Are Ready to Walk Away with Anthony Johnson

   The CISO role isn’t the finish line, it’s a launchpad. 69% of security executives are eyeing the exit, and Anthony Johnson is proof that what comes next can be even bigger. Anthony Johnson, former Global CISO at JP Morgan and Fannie Mae, now founder and managing partner at Delve Risk, breaks down what really happens when a security leader stops buying tools and starts building companies. From the trap of unpaid advisory boards to why AI is eliminating the entry-level pipeline, Anthony delivers a no-nonsense look at career strategy, the future of fractional work, and why understanding how…

8. 

   S6 · E415 · 19 Feb 2026 · 38 min

   Securing the Workspace Attackers Already Live In with Rajan Kapoor

   Your email gateway isn't enough anymore, attackers are already inside the workspace through OAuth apps, browser extensions, and account takeover. In this episode, Ron sits down with Rajan Kapoor, VP of Security at Material Security, to break down the real risks hiding inside Google Workspace and Microsoft 365. They cover how phishing has evolved into full-blown business email compromise, why malicious OAuth apps are the new favorite attack vector, and what security teams, especially lean ones, can do right now to lock down their cloud workspace. Rajan also drops practical advice on passkeys,…

9. 

   E414 · 12 Feb 2026 · 42 min

   Beating “Checkbox Security” With Continuous Offense with Sonali Shah

   Security doesn’t fail because you missed a tool, it fails because “secure today” tricks you into relaxing tomorrow. This episode exposes why the real fight isn’t compliance… it’s whether your defenses hold up once attackers hit you with machine-speed pressure. Ron sits down with Sonali Shah, CEO of Cobalt, to talk about how human-led, AI-powered penetration testing is evolving into full-spectrum offensive security. Sonali shares how Cobalt can start a test in 24 hours, push findings directly into Slack/Teams and Jira, and use learnings from 5,000+ pentests a year to continuously sharpen what…

10. 

    S6 · E413 · 10 Feb 2026 · 38 min

    Turning Agent Chaos into a Command Center with Pedram Amini

    Text threads made AI feel personal, then agents made it productive, and suddenly “success” turns into chaos you can’t even track. In this episode, Ron sits down with Pedram Amini, creator of Maestro, to show what agent work looks like when you stop babysitting and start orchestrating. Pedram lays out why context windows are the limiter, why harnessing beats model-chasing right now, and how Auto Run executes task-docs with fresh context every iteration so agents can run for hours (or days) without melting down. Impactful Moments00:00 - Intro02:05 - Codex desktop sparks agent shift06:40 -…