CLOUDY MUSINGS

Everybody loves AI until the invoice shows up! Not the cute "we spent a few hundred dollars experimenting" invoice that gets hand-waved away as innovation spend. I mean the kind of invoice that makes finance suddenly become deeply curious about architecture decisions they previously considered engineering trivia, while product teams insist everything is still technically a pilot, and leadership starts asking whether we can "optimize this" as though that thought had just occur

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