CLOUDY MUSINGS

As with previous blogs, working code and all relevant how-tos exist in this GitHub Repository! Clone, star, fork...whatever makes the most sense! You ever get halfway through a conversation about endpoint security or device posture and realize you're just kind of assuming everyone's on Windows 11 Enterprise? Not because you checked, not because anyone validated it recently, just because that's how it's always been said out loud. It feels settled, like something that got figur

One of the more interesting things about enterprise AI adoption is how quickly people become comfortable with these tools. We spent years teaching users to be skeptical of links, cautious with downloads, thoughtful about where sensitive data goes, and generally a little suspicious of shiny new software. Then AI assistants showed up, proved useful in about thirty seconds, and a lot of that caution went straight out the window. Suddenly people are pasting customer contracts in

There is a common and risky assumption in Microsoft Security Support belief I hear more often than I probably should, especially in large enterprise environments where a customer may have an Enterprise Agreement (EA): We have an EA and Enterprise Support. Microsoft will take care of us if something bad happens. I understand where that belief comes from. Enterprise Agreement sounds comprehensive...thorough, even. Enterprise Support sounds like you are covered no matter what. O

I had a colleague at Microsoft (who's not in identity) mention that it's confusing when someone looks in the Entra portal or Azure Active...

With my head in the cloud the last almost 5 years, it may seem like sort of an anti-pattern to even think about VMware running on Azure,...