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I Planned a Windows → Linux Migration With an AI Coding Assistant

Windows → Linux Migration · 1. Why migrate Real-world experiment · 2025–2026 I Planned a Windows → Linux Migration With an AI Coding Assistant. Here's what actually happened — including the rollback, the retry, and what finally worked. Fair warning up front: this story includes a rollback, a retry, and a second machine that's now mid-migration. None of it went in a straight line — and that's exactly what makes it useful. Over the past few weeks I used an AI coding assistant to plan and execute a real Windows → Linux migration on a custom-built desktop PC — three times. The third consolidated into one OS covering research, creative work, development, and gaming — that's where things stand now, in active daily use and still in a validation period. Getting there took three attempts: the first was a full dual-boot that ran for several days before a deliberate rollback; the second was a narrower retry focused on creative work and G...