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Amen to the weird network quirks. I was trying to use the Tailscale docker sidecar examples, but could not work put how to use them in quadlets.
I expect i need to make a .pod or .network file and comingle the quadlets that way, but just setting up a dedicated tailscale subnet router VM with /32 allowed addresses was about 10x easier.
My most recent one I got working was Gluetun. And yeah in order to use it I have my entire arr stack in the same gluetun pod. The http proxy also works but I only wanted that as a last resort.