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First off, I've moved this to our new Server Administration section of the Community so hopefully this helps with getting answers. A few things I would check,
1. If you select a Workbook > Permissions, and check the permissions for your user name, do you see that you have the ability to web edit?
2. Try rebuilding the search index (Tableau Server > Admin > Rebuild Search Index about halfway down the page)
3. Do any users have the ability to web edit?
Joseph, if you go into Admin->Sites, then select your Site and edit it, is the box for "Allow web authoring for this site" checked? I don't see why that would have changed simply upgrading to 8.2.3 from 8.1.6, but it's all I can think of that might prevent you from doing this now.
Thank you! That's exactly what the problem was. I hadn't realized there was a new site level permission.