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How I Used AI to Reorganize 100,000 Files (And Why I Let It Make Decisions)
My phone was 96% full and I was leaving for vacation in a few days. The reason I couldn't clear it was an external hard drive I'd been avoiding for years — 25 years of photos, buried in backups of backups, scattered across 30-plus folders. I gave myself the weekend and let AI do the heavy lifting. It recovered 2,101 photos I didn't know I had — including the full Morocco trip I thought was only 304 photos. The number that mattered most: zero deletions.

Amy Westlake
May 314 min read


The Leverage Hiding in Tools You Already Have
The AI features you're not using are already open on your screen. Slack AI finds what you can't. Zoom AI Companion catches you up when you join a meeting late. Google Drive tells you exactly what changed while you were gone. You don't need new tools - you need to know what your current ones can already do.

Amy Westlake
May 263 min read


The 10-Minute Rule for Trying AI at Work
I wasn't avoiding AI because I doubted it. I was avoiding it because I thought it required a project. So I gave myself a constraint: if something would take less than 10 minutes to try, I'd try it. No optimization. No perfect prompt. Just a quick experiment layered into real work. What happened after wasn't what I expected.

Amy Westlake
Mar 293 min read
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