If I want to run a dead simple VPN from a Mac into my house network what should I look at? Router is pfSense, can run any VM needed, don't have a static IP, do have DDNS setup.

@paul A little nuanced, but I'd recommend either Wireguard (which has the advantage of supporting auto-connection on foreign Wifi) or Tailscale (which is comparatively far easier to set up)

Happy to discuss more if you have interest.

@caseyliss @paul

As of 1.48, released 3 days ago, TailScale supports VPN on Demand.

https://tailscale.com/kb/1291/ios-vpn-on-demand

Using VPN On Demand for iOS

Learn how you can automatically connect and disconnect Tailscale on your iOS device.

Tailscale
@Jackson @paul It does, but IMHO the key is the combination of automated exit node *and* auto-connection. Which isn't there without Shortcuts.

@caseyliss

My apologies. I leave my exit node enabled all the time and never toggle it off so my quick test I did just now leaves it enabled.

But if you have it disabled then, no, there is no way to tell it to re-enable a specific node.

@Jackson thanks for the info! Just updated mine.