Andrew sits down with Leo D’Arcy, cloud solutions architect and PSConfEU speaker, to talk certificates, PKI infrastructure, and why so many organizations get it so spectacularly wrong. Leo shares how a decade of consulting work in remote access solutions pulled him into the world of Active Directory Certificate Services whether he liked it or not, and how that hands-on experience turned into conference talks and a genuine specialty. The conversation covers the difference between self-signed certs and proper CA infrastructure, why code signing deserves more attention than it gets, and how integrating signing into a CI/CD pipeline is less painful than it sounds. They also get into the “developer-ization” of IT, the underrated value of consulting experience for career growth, and why communicating across teams is just as important as knowing your PowerShell.

Key Takeaways:

• Code signing through a CI/CD pipeline is a practical, scalable alternative to constrained language mode. By adding a signing step to your build process, you get cryptographic proof that scripts haven’t been tampered with, without giving up flexibility in what you can run.
• Self-signed certificates are essentially the same as having no certificate at all. A proper PKI means having a chain of trust, a policy behind how certs are issued, and infrastructure that your organization actually manages and maintains.
• Technical depth only gets you so far. The people who advance in IT are the ones who can talk networking with network engineers, infrastructure with server teams, and business outcomes with leadership. Soft skills aren’t a bonus, they’re a multiplier.

Guest Bio:

Leo D’Arcy is a UK-based cloud solutions architect with nearly a decade of consulting background in Microsoft technologies, including Azure, remote access solutions, PKI, and Active Directory Certificate Services. He’s a repeat speaker at PSConfEU and runs the Remote Access User Group community on Discord. He’s currently focused on Azure landing zone architecture and large-scale PowerShell automation at a stakeholder advisory firm.

Resource Links:

• Leo on GitHub: github.com/ld0614
• PSConfEU: psconf.eu
• Leo on Bluesky: https://bsky.app/profile/leodarcy.bsky.social
• Leo on LinkedIn: https://www.linkedin.com/in/leodarcy/
• Microsoft Remote Access User Group Discord: https://discord.aovpndpc.com/