Simon Willison 11/19/2025

How I automate my Substack newsletter with content from my blog

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This article details a developer's automated system for generating his Substack newsletter from his blog. The process involves a complex SQL query in Datasette to format content, a JavaScript-powered Observable notebook to fetch and prepare the HTML, and manual tweaks in Substack before sending. It's a technical deep-dive into a custom content automation pipeline.

How I automate my Substack newsletter with content from my blog

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