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AI-Powered Rails Upgrades with Ernesto Tagwerker: NextRails and the Future of Framework Modernization

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When AI Refused to Listen and Then Became the Best Developer on the Team

Rarely does a story about an AI tool actively resisting instructions end up being the most compelling argument for using that tool. When Claude initially pushed back against adding conditionals for dual booting large legacy Rails applications, the team at FastRuby had to essentially teach it their own hard-won expertise rather than letting it default to general Stack Overflow consensus.

Ernesto Tagwerker from OmbuLabs and FastRuby joins Valentino Stoll and Joe Leo to unpack what that process actually…

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