

sacrifice the luxury of convenience and being able to get doordash whenever you want
Not necessary. I live in Manhattan and the street canyons are full of doordasher ebikes, and grocery store isles are jammed with instacarter trailer carts which they then hitch up to more ebikes.
Use wireshark and listen on your ethernet interface. When you use tailscale, are the packets coming in/out from the tailscale server IP or the VPN ip? Check through the
ip route
routing table and figure out which pathway a packet will take in each use case. Might need to add a route exception specifically for the tailscale server IP to go out on the ethernet device.