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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
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