Insights
Notes from the field on AI, vendors, and technology decisions that stick
Newest first. These are the same arguments we make in real conversations—without the PowerPoint polish. We’ve been at this since 1997, and we’re still allergic to hype and overselling.
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AI projects fail for ordinary reasons—and independent oversight is how you avoid becoming the next one
Unclear goals, vendor theater, missing governance, and no one who can say “not this way.” How independent oversight improves the odds before money is spent.
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AI projects fail for ordinary reasons—and independent oversight is how you avoid becoming the next one
Most AI regrets are not about models. They’re about unclear goals, vendor theater, missing governance, and nobody who can say “not this way.”
Lessons from 29 years of watching businesses make (and avoid) expensive technology mistakes
Stick around long enough in this business and you stop being shocked by the same train wrecks. You get better at smelling them early,…
Why independent advice matters more than ever in the AI era
The market is loud, everyone’s an AI partner now, and independence is one of the few controls you still fully own.
Questions every business should ask before approving a major technology project
Most failed projects didn’t need more optimism. They needed a few questions asked out loud while it was still cheap to walk away.
The hidden costs of rushing into AI agents or automation
Speed isn’t free. When agents outrun governance, the bill shows up later, and it’s rarely labeled “AI.”
Common signs your MSP or IT vendor is overselling
Overselling rarely arrives as one bad invoice. It shows up as a habit, and once you see the habit you can’t unsee it.
How to evaluate AI tools without getting sold hype or locked into expensive contracts
AI can be useful, and it can also become a multi-year regret with excellent branding. Here’s how we evaluate tools when the goal is…