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Your company passed the audit. You checked the compliance box. You migrated to the cloud. You even added AI. And you are still wide open. John Stigerwalt, co-founder of White Knight Labs, has spent years breaking into organizations for a living — and what he finds every single time will make you rethink everything you think you know about your security posture. Vibe-coded apps in production. Microsoft 365 with zero protections turned on. Healthcare sending everything straight to OpenAI. And the same vulnerabilities appearing across clients, all traced back to outdated AI-generated setup instructions. In this episode of ITSPmagazine's Brand Story series, Stigs sits down with hosts Marco Ciappelli and Sean Martin to look back on a year of explosive growth for White Knight Labs — and look ahead at what's coming next: the vibe coding reckoning, the return to on-prem, agentic AI risks, and America's critical infrastructure finally getting the security testing it should have had 15 years ago. If you work in security, run a business, or build software — this conversation is for you. 🔗 Learn more about White Knight Labs: https://www.whiteknightlabs.com 🔗 ITSPmagazine: https://www.itspmagazine.com 👤 Guest: John Stigerwalt — Co-Founder, White Knight Labs 🎙️ Hosts: Marco Ciappelli & Sean Martin — Co-Founders, ITSPmagazine #cybersecurity #PenetrationTesting #RedTeam #WhiteKnightLabs #VibeCoding #AIRisk #AppSec #ITSPmagazine CHAPTERS 0:00 — Welcome & Introduction: Meet John Stigerwalt 2:00 — The Origin Story of White Knight Labs 5:00 — Why Vishing and Smishing Are Exploding (And Why They Work) 8:30 — AI in the Wild: Healthcare Sending Everything to OpenAI 11:00 — The Cloud Pullback: Why Companies Are Going Hybrid Again 12:30 — The Scary Truth: It's Still 2015 Out There 15:00 — Microsoft 365 Misconfigurations and the Basics Nobody Turns On 17:30 — COVID-Era Apps: The Ticking Time Bombs in Your Infrastructure 19:30 — Vibe Coding: The Good, the Bad, and the Vulnerable 22:00 — AI-Generated Identical Vulnerabilities Across Clients 24:30 — The Future of Agentic AI and Private On-Prem Models 28:00 — What New Roles AI Will Create (and Kill) 31:00 — Automotive Analogy: Robots, Humans, and the Assembly Line 33:30 — Predictions: America's Critical Infrastructure Is Getting Tested 35:30 — Closing: What's Next for White Knight Labs