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I set up Headscale and Tailscale using Docker on a VPS, which I want to use as my public IPv4 and Reverse Proxy to route incoming traffic to my local network and e. g. my home server. I also set up Tailscale using Docker on my home server and connected both to my Headscale server. I am able to ping on Tailscale container from the other and vice versa and set up --advertise-routes=192.168.178.0/24 on my home server as well as --accept-routes on my VPS, but I can't ping local IP addresses from my VPS. What am I missing? Both container are connected to the host network, I have opened UDP ports 41641 and 3478 on my VPS.

Such a good feeling cancelling my paid tier on Dropbox this week. I've been 'playing' at self hosting for a few months, and now I'm confident in my infrastructure and processes so I can start turning off some of the cloud things I've been paying for.

Dropbox has gone in favor of Syncthing over Tailscale in a hub and spoke arrangement to a VM at home. The main compromise I've had to make is on the iOS experience.

The next subscriptions I'll be cancelling will be Evernote (I have so loved this over the years, but as they've added 'features' the app experience has degraded to the point where it's no longer reliable to add notes from my phone). I'm currently trying Obsidian for this , but thinking about a simpler web markdown editor for mobile.

After that, all my Wordpress blogs will be coming home to my VPS, I imagine with some sort of static site generator.