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I went and edited my hosts file and added all of my devices, but I only have a handful. Tailscale on macOS has a lot of bugs, this being one of many.
Hate that you’re downvoted for this. Tailscale is incredible software but it is buggy as hell.
I gave up on 90% of the fancy features and just do most my routing from one node with good ol’
nftablesandip route/ip -6 route.