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I ran your post through MarkdownSharp and the tilde was not encoded during the rendering from markdown to HTML. So the problem is likely elsewhere on the server side. Hopefully an SO dev will come ...

Thanks for reporting. This is indeed an issue around markdown rendering. We're using two different markdown renderers - markdown-it for the client-side preview and Markdig for server-side processing. ...

This seems fixed by now. Don't know when it happened, but on re-visiting this post the # character isn't misinterpreted any more: Dynamically update JSONB rows - POSTGRESQL