I've seen recommendations for things like Tailscale which are listed as the most secure way to access Jellyfin remotely, but I was wondering if anyone with more networking experience can tell me if it's even going to work out.

I have a WISP internet provider and I do not have a modem onsite because my internet is sent to me with a long distance radio dish. Here in my home, the outermost appliance is my pfSense router with a WAN IP within the 100.x.x.x space.

Can Tailscale even work in this situation? I have to use a service like STUN to get my external IP from within the network, and my WAN IP is already in the 100.x.x.x range that Tailscale uses.