SaaStr AI Day Live: Why 95% of AI Pilots Fail with Flatfile

9 Oct 2025 · 27 min
27:27

Nico from Flatfile presents MIT research showing 95% of custom enterprise AI pilots fail, while 80% of companies pilot ChatGPT. The main culprits: brittle workflows, missing context, and misalignment. Flatfile's approach tackles systems, product, people, and data through redesigned architecture, self-service onboarding, internal hackathons, and a data flywheel using synthetic data.

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