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Claude Code ran Josh Anderson's product into a wall

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Oct 2025

Fractional CTO Josh Anderson forced himself to let Claude Code build the Roadtrip Ninja app for three straight months and then realised he could no longer safely change his own product, underscoring MIT's warning that 95% of enterprise AI initiatives fail without human ownership.

Incident Details

Perpetrator:Engineering Leadership
Severity:Facepalm
Blast Radius:Solo product shipped but required constant firefighting, manual testing, and rewrites once context drift and agent handoffs broke standards, pausing client work while he documented mitigations.