Simon Willison's WeblogJun 1, 2026, 4:45 AM

May 2026 Newsletter

Original: May 2026 newsletter

Simon Willison previews his May newsletter covering AI costs, Anthropic, model releases, Datasette Agent, conferences, podcasts, and tools.

Simon Willison sent the May 2026 edition of his sponsors-only monthly newsletter. Topics include rising AI costs, Anthropic's strong month, and somewhat disappointing model releases. The issue also covers conferences, podcasts, the launch of Datasette Agent, progress on Datasette, tools he is using, and miscellaneous extras. An April issue is available as a public preview.

Simon Willison announced that he has sent out the sponsor-exclusive monthly newsletter for May 2026. This public post is itself a preview of the newsletter and does not lay out the full analysis, but it lists several topics covered in this issue. First, the author mentions that AI has become more expensive, and considers that Anthropic had a fairly good showing this month; meanwhile, recent model releases were somewhat disappointing. Since the public content does not provide specific model names, price-change figures, or evaluation criteria, it is not possible to further determine which products or events the author is referring to in making these observations.

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