In this episode, I chat with Dirk-jan Mollema, the legendary researcher behind some of the most important discoveries in Microsoft identity security.
We go deep into how curiosity led him from tinkering with web tools to uncovering one of the biggest Entra ID vulnerabilities ever found.
He shares the story behind the CVE that rocked the cloud world, the stress of realizing what he’d uncovered, and the mindset that drives his relentless research. If you’ve ever wondered what it feels like to find a bug that could break the internet—this one’s for you.
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About Dirk-jan Mollema
Dirk-Jan Mollema is a security researcher and consultant specializing in Microsoft Entra ID (Azure AD) and Active Directory security. He is the creator of popular offensive security tools including ROADtools and ROADrecon.
With seven years of Entra research and nearly a decade in AD security, Dirk-Jan has discovered numerous critical vulnerabilities and has played an important role in helping improve Microsoft’s cloud security posture. He provides training and consulting services through his company Outsider Security.
Twitter → https://twitter.com/_dirkjan
LinkedIn → https://www.linkedin.com/in/dirkjanm
Contact → https://outsidersecurity.nl
🔗 Related Links
One Token to rule them all - obtaining Global Admin in every Entra ID tenant via Actor tokens - https://dirkjanm.io/obtaining-global-admin-in-every-entra-id-tenant-with-actor-tokens
Dirk-Jan’s Blog - https://dirkjanm.io
ROADtools - https://github.com/dirkjanm/ROADtools
📗 Chapters
00:00 Intro
02:11 Guest Journey into Security
07:13 Building ROADtools and ROADrecon
09:53 Research Tools & Methods
14:05 Top Discoveries Ranked
17:01 Windows Hello & PRT Deep Dive
26:07 The Cross-Tenant Actor Token Bug
35:34 Ethical Dilemmas of Big Finds
38:24 Disclosure, Impact & Community
45:59 Future Research & Intune Tips
53:58 Training, Consulting & Closing
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