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Interjecting into this back-and-forth real quick.

* Yes, I have experience with Vault. I have deployed it internally, used it, loathed it, and shelved it. It’s entirely too cumbersome for basic PKI and secrets management in non-programmatic environments, which is the bulk of enterprise and business IT in my experience.

* You’re right, the organization is the problem. Let me just take that enlightened statement to my leadership and get my ass fired for insubordination, again, because I have literally tried this before with that outcome. Just because I know better doesn’t mean the org has to respect that knowledge or expertise. Meritocracies aren’t real.

* The reason I don’t solve my own PKI issues with Caddy in my homelab is because that’s an irrelevant skill to my actual day job, which - see the point above - doesn’t actually respect the skills and knowledge of the engineers doing the work, only the opinions of the C-suite and whatever Gartner report they’re foisting upon the board. Hence why we have outdated equipment on outdated technologies that don’t meet modern guidelines, which is most enterprises today. Outside of the tech world, you’re dealing with comparable dinosaurs (no relation) who see neither the value or the need for such slick, simplified solutions, especially when they prevent politicians inside the org from pulling crap.

I’ve been in these trenches for fifteen years. I’ve worked in small businesses, MSPs, school campuses, non-profits, major enterprises, manufacturing concerns, and a household name on par with FAANG. Nobody had this solved, anywhere, except for the non-profit and a software company that both went all-in on AD CA early-on and threw anything that couldn’t use a cert from there off the network.

This is why I storm into the comments on blogs like these to champion their cause.

PKI sucks ass, and I’m tired of letting DevOps people claim otherwise because of Let’s Encrypt and ACME.



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