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Strategy: how work changes when everyone has the same AI

19 articles by Melissa Kolbe.

StrategyDec 09, 2025

I Wrote 100 Posts About AI. Here’s What I Got Wrong.

After 100 posts about AI over two years, here’s what I learned: I was right that SMBs have architectural freedom enterprises lack, and right that tool sprawl would become a trap. I was wrong about AI agents — too bullish, too early — and spent too long focused on tools when I should have focused on systems. The biggest surprise? The hard part isn’t AI. It’s everything before AI: clean data, clear workflows, the ability to articulate what you’re actually building. That upstream clarity determines downstream success more than any tool choice.

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A woman in a business suit points to a transparent, holographic screen displaying a resume with a section labeled "AI Fluency" during a meeting with a man in a conference room overlooking a city at sunset.
StrategyDec 02, 2025

“AI Fluency Required” — The Job Skill Nobody Can Define

Everyone claims AI fluency. Few have a system. I’ve worked with salespeople prompting without brand context and marketers churning content without an EEAT strategy — all confident they’re “using AI.” McKinsey says demand for AI skills is up 7x in two years. PwC says it pays a 56% premium. But until employers start asking “do you have a system?” instead of “do you use ChatGPT?”, they’ll keep hiring tool users when they need system builders. This piece breaks down what SMBs should actually look for.

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