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The issue is the Emacs snapshot itself. The bug has already been fixed from the upstream, but they didn't release a new snapshot. Emacs dev doesn't release Windows snapshots that often, and it hasn't been updated for a year (the last update is April 2023).
In multiple examples the docs refers to, running eask with windows-latest, it results in the same error:
E.g. https://github.com/emacs-lsp/lsp-mode/actions/workflows/test.yml?query=branch%3Amaster
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