A Podcast dedicated to forging iron clad relationships between developers, engineers, operations, and security practitioners by discussing hot topics in the world of DevSecOps. This podcast aims to air out some of the common gripes, misconceptions, and hardships that these teams face in the real world every day.
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Episode #084: No Humans Required: Agentic Attackers vs. Automated Defenders
Send us Fan Mail AI is changing the economics of cyberattacks by making them faster, cheaper, and easier to scale. In this episode of Relating to DevSecOps, Ken is joined by Conor Sherman, Chief Security Officer at Sysdig and host of the Zero Signal podcast, to explore what the rise of agentic threat actors means for defenders. Using the Jade Puffer ransomware attack as a real-world example, they…
Episode #083: AI Mythos, Security Fundamentals, and the Zero-Day Panic Cycle
Send us Fan Mail Ken and Mike are back in the AI trenches, this time unpacking the hype, fear, and practical security implications surrounding Anthropic’s Mythos preview. As the industry reacts to claims around AI-driven vulnerability discovery and exploit generation, the hosts ask a more important question: are we actually ready to fix what we already know is broken? The conversation cuts through…
Send us Fan Mail Ken and Mike are back from the grave to kick off 2026 with a timely debate on the AI panic cycle hitting software and security. They dig into the biggest questions flying around the industry right now: Is AI taking developer and security jobs? Is SaaS dying? Is software engineering being replaced by vibe coding and agents? From maker-checker workflows and token costs to…
Episode #081: Burnout by Budget Season: Surviving Q4 in Security
Send us Fan Mail In this candid and cathartic episode, Ken and Mike unpack the chaos that is Q4 for security professionals. From budget burnouts to end-of-year pentesting sprints, they explore why the final months of the year feel like a perfect storm for stress. Tune in as they share hard-earned lessons, practical advice for maintaining your sanity, and some gentle reminders that not everything…
Episode #080: Patch Me If You Can: Compliance, SLAs, and Other Fairytales
Send us Fan Mail In this no-punches-pulled return from hiatus, Ken and Mike dig deep into the messy middle of vulnerability management, SLA fatigue, and the illusion of compliance. Are we building secure systems or just passing audits? From legacy cruft to exploitable CVEs, this episode unpacks the real-world pressures of SOC 2, the auditor dance, and whether fixing every “critical” is even…
Episode #079: CISOver It: When Dashboards Replace Direction
Send us Fan Mail In this episode of Relating to DevSecOps, Ken and Mike discuss the challenges faced by CISOs in today's security landscape, particularly the struggle to balance immediate security needs with long-term preventative strategies. They explore the disconnect between security leadership and practitioners, the urgency of addressing security issues, and the importance of understanding the…
Send us Fan Mail In this must-listen episode of Relating to DevSecOps, Ken welcomes the ever-inspiring Tanya Janca, aka SheHacksPurple—author, AppSec expert, and champion of making security usable. Together, they dig into why so many application security policies fail, why developers ignore them, and how to make them actually work. Tanya shares real-world experiences from both dev and security…
Episode #077: Is Google Eating the Cloud? 🔥 Wiz.io Acquisition Hot Takes
Send us Fan Mail In this episode of Relating to DevSecOps, Ken Toler and Mike McCabe dive deep into Google's blockbuster acquisition of Wiz.io for a reported $32 billion. They explore the implications for cloud security, the consolidation of the DevSecOps tooling landscape, and how this move compares to Google’s previous acquisitions like Mandiant and Chronicle. The duo debates the future of…
Episode #076: ShmooBalls & Open Source Brawls: DevSecOps, Risk, and the Final ShmooCon
Send us Fan Mail Welcome to 2025! Ken and Mike kick off the new year with their security resolutions (or lack thereof) before diving into the bittersweet farewell to ShmooCon, one of the most beloved hacker conferences. Ken shares his experiences from the final event, including insights on hardware hacking, radio security, and the unique hacker culture that made ShmooCon special. They also unpack…
Episode #075: Ghosts of DevSecOps: Past, Present, and Future
Send us Fan Mail In this special holiday-themed episode of Relating to DevSecOps , hosts Ken and Mike channel their inner Dickens with a retrospective journey through the "Ghosts of DevSecOps Past, Present, and Future." From lessons learned about security awareness and collaboration challenges of the past, to the growing pains and contradictions of today’s implementation of security basics, they…