So the way I understand Tailscale is that it's built on top of Wireguard; Tailscale claims it's "easier to use" but I haven't found Wireguard to be difficult to configure at all. Are there any extra benefits to using Tailscale that I'm overlooking?
Yes, Tailscale uses Wireguard. If you can use Wireguard, that is great. That is not an option for many people who are behind a CGNAT and/or do not have the ability to setup port forwarding. Tailscale also makes it easier for sharing access with other users.
