Thomas Richard chats with Michael Greenlaw, Founder & CEO, FedRock episode artwork

EPISODE · Jul 31, 2026 · 1H 2M

Thomas Richard chats with Michael Greenlaw, Founder & CEO, FedRock

from The Cyber Security Recruiter Podcast

Michael Greenlaw on AI, DevSecOps, and FedRAMP Automation: Speed, Risks, and the Need for FundamentalsTom and Michael discuss Microsoft’s strategy and licensing shifts pulling organizations toward Windows and Azure, and the frustration of incompatible cloud service naming across AWS/Azure/GCP. Michael describes using Claude to learn and build with LLMs rapidly, calling it “fast Google,” but warns about hallucinations, compounded errors in chained tasks, human limits in reviewing massive AI-generated code, poor handling of branching strategies, and the need for humans to own architecture and fundamentals.They debate layoffs attributed to AI versus post-COVID overhiring and shareholder optics, and note AI’s growing impact on vulnerability discovery and exploitation.Book recommendations: “How to Win Friends and Influence People” (Dale Carnegie), “The Trusted Advisor,” and “Thinking in Bets.”00:00 Welcome and Intro00:39 Career Path Update01:25 Why Windows Again05:41 Cloud Naming Frustrations07:27 Keeping Up With Titles09:12 AI Learning Acceleration11:36 Curiosity in Hiring15:39 Market Whiplash Era19:11 FedRock and AI Experiments22:19 Automating Workflows With RPA24:31 AI Saving Lives Story25:44 AI Pitfalls and Guardrails31:09 Markets Overhyped AI33:02 AI Errors And Whiplash33:50 Why Juniors Still Matter35:34 Overhiring Blamed On AI38:11 Metrics Gaming And Talent40:32 Shareholders And Productivity42:28 AI Addiction And Frustration47:08 Learning Boosts And Security Risks51:58 Using AI With Responsibility55:16 Scale Problems In Big Orgs57:06 Books That Changed Everything01:02:19 Closing Thanks And Wrap UpNexo - Executive, GTM & Cybersecurity Recruitment https://www.linkedin.com/in/thomaspropen/

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Thomas Richard chats with Michael Greenlaw, Founder & CEO, FedRock

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