WorkSeptember 18, 2026via The Verge AICONFIRMED · 2 SOURCES

OpenAI and Microsoft knew they were starting a ‘doom loop’ for the web

Why it matters

This is a major regulatory and reputational development in the foundational IP/labor dispute that will shape AI policy and practitioner liability for years. Practitioners need to understand the legal and ethical framework they're operating in; enthusiasts are watching a defining test case unfold.

Key signals

  • New York Times v. OpenAI/Microsoft court documents unsealed
  • Internal Microsoft documentation warned of 'doom loop' damaging the web
  • Microsoft Director of Applied Science Brent Hecht characterized data scraping as 'largest theft of labor in human history'
  • Internal docs said scraping made 'complete mockery of fair use'
  • Microsoft attempting to distance itself from Hecht's statements
  • Published September 18, 2026 — ongoing litigation with major implications for training data sourcing

The hook

Unsealed court docs: OpenAI and Microsoft's own teams warned of a 'doom loop' destroying the web through training-data scraping.

Recently unsealed court documents in the New York Times' case against OpenAI and Microsoft are pretty damning. The companies' own documentation warned that it was starting a "doom loop" that would damage the web, characterized its scraping of data to train its models as the "largest theft of labor i

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