Tailscale on Pfsense

Networking & Firewalls
1

Hi, I’m trying to setup Tailscale on my pfsense box so that I can connect to my home network from the road.

I followed both Tom’s and Pfsense’s videos on the topic and I can’t seem to connect. On the Tailscale website, I can see my pfsense box and my iOS device connected, but I cannot connect my iOS device to my home network. I think the issue is Tailscale is not seeing my home network, 192.168.1.0/24 as advertised. But this is definitely shown as advertised on my pfsense box UI.

Any help would be much appreciated!

Hammer

1 Like
2

Go through the video again and confirm you did not miss any steps such as the firewall rules.

1 Like
3

Hi, thanks Tom. I went through it a few times and I have set a Hybrid Outbound rule where source is 192.168.1.0/24 and destination is Tailscale address.

I think my issue is even though I have set Tailscale on pfsense to advertise 192.168.1.0/24, it is not doing that because on the Tailscale website, and select Edit Route Settings, it says my pfsense box is not advertising any routes even though I have that checked in pfsense.

Looking at the help box, it says I need to enable IP Forwarding, but I don’t think I see that in either of the videos to do.

Could my problem be that under Firewall / Rules / WAN, I am blocking RFC 1918 networks and bogon networks? I’m not sure what these are or if they need to be blocked.

Any help would be much appreciated!

Thanks so much!

hammer

4

Hi, as an update, I uninstalled Tailscale and reinstalled and now it works. Thanks!

2 Likes