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May 2026 newsletter

Simon Willison · Simon Willison · 2026-06-01

Simon Willison announces his May 2026 sponsors-only newsletter, summarizing Anthropic's strong month, broadly disappointing AI model releases, and the launch of his Datasette Agent project.

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Extraction

Topics: newsletteranthropicmodel-releasesdatasetteai-tools

Claims

  • Anthropic had a notably strong month in May 2026.
  • AI model releases in May 2026 were broadly disappointing relative to expectations.
  • Simon Willison launched Datasette Agent in May 2026.
  • The newsletter is paywalled at $10/month, with prior issues released publicly one month later.

Key quotes

Al got expensive, and Anthropic had a really good month
The model releases were a little disappointing