I want to confirm with you all:

1-The Tailscale will work if you add the subnet routing.
2-I no longer use WIREGUARD (still keep it as backup.)
3-When I am in any internet with my laptop, I can ping my homenetwork (192.168.1.0/24) and my work (10.100.20.0/22). I did pay for the personal pro to have 2 subnets.

Tailscale replaces your VPN. And that is why the method is called Zero Trust VPN?

@chudak said in Advertised Routes ?:

@chudak

The answer was MagicDNS in the Tailscale account settings

What server did you use for MagicDNS? A public one or the pfSense machine?

@michmoor figured it out.
RTFM :)

https://tailscale.com/kb/1019/subnets/
https://tailscale.com/kb/1023/troubleshooting/

TLDR:
sudo tailscale up --accept-routes
ip route show table 52