Randall is a truck driver and is curious about VPNs. Leo recommends ExpressVPN, but there is also TunnelBear (recommended by The Wire Cutter). A VPN is great on the road, but Leo wouldn't use them while actually driving.
Brett has moved to ExpressVPN, but he's having issues surfing to his own IP. It worked fine with his old VPN, but not ExpressVPN (who is a sponsor of the TWiT Network). What can he do? Leo says to check your router settings. It may be that in your devices, there could be a security issue that's blocking it. Leo does that with his network for his NAS. Leo also says that Brett's problem may be due to his previous VPN being less secure.