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Thanks for the perspective. I actually think the complex parts you mention are relatively easy nowadays.

If I were to implement it today I would probably use a centralized authorization service "authentication gateway" with something like forward_auth in Caddy to "tag along" configuration data with the request (teams, instance landing page etc. including encrypted database configuration storage, encoded as a JWT) https://caddyserver.com/docs/caddyfile/directives/forward_au...

I think the hard part is having enough discipline within a team to mostly work with backwards-compatible database changes, the automation to make that seamless, and the will to be proactive with the possibilities of this setup.



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