Selfhosted
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I think it’s just the ease of GUI for people. This isn’t to shit on anyone, btw. A lot of people don’t like dealing with the keys and IPs involved, few as there may be, with setting up wireguard.
If someone else has a compelling difference or reason to use tailscale then I’d be happy to hear it. I tried it once and it worked fine enough. But wireguard works just as fine and takes the same time to setup if you already know what to do. Like wireguard seriously takes 2 minutes.
I'm not using Tailscale, but I'd imagine that if you wanted to form a private network that involves devices controlled by non-technical people, the GUI becomes less of a "don't like to deal with keys/IPs" and more of a "can't deal".