Swizec Teller 8/1/2026

Agents change the math on big bang migrations

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This article discusses the changing dynamics of large-scale software migrations, arguing that AI agents make big-bang rewrites more feasible than before. The author shares a personal experience of rewriting all Bootstrap styles to Tailwind across hundreds of pages in a single pull request, highlighting the speed and reduced risk. The piece covers the anatomy of modern big-bang migrations, including experiments with AI agents for code refactoring, and reflects on how agents alter the traditional trade-offs between incremental and wholesale rewrites. It's a practical, tech-focused analysis relevant to developers and engineering leaders.

Agents change the math on big bang migrations

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