I tried this before with the help of AI, but as far as I can tell, it never really worked and was causing minor issues with the rest of my Tailnet (the advertise subnet). My question is this: is it possible to do? If yes, is it practical to attempt? My other issue is that the Alexa device is wireless, and my desktop is not. My understanding and reasoning was to incorporate it with the Tailnet so that Pi-hole would serve as its DNS. I am also going to be switching from Pi-hole to Technitium in the near future, if that makes any difference.
Source: r/Tailscale · by /u/joninjax1