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I have two VPNs. One for privacy (e.g. general browsing) and one to reach my home NAS (e.g. to reach my selfhosted image backups). Is there a way to set the system up so that when I use applications X, Y and Z, it should use the privacy one, and if I use A, B or C, it should use the private one?
If you have Tasker, you can do that. Not sure if you are using Wireguard, but that makes it simpler to integrate IMHO with it. With it, you set a condition basically if App XYZ is open then use VPN ABC Otherwise, If app XYZ is not open, then use BCA VPN.
The private one is using Wireguard, buuut I'd also like for it to work even when the apps are backgrounded.
I'm beginning to think that the cleverer solution would be to set something up in my home Linux environment to make the routing decisions and then just have an always on VPN home.
It just seems like it should be a solved problem on my mobile OS already.
With Linux, you need to have the awareness of what is running on your phone 24/7 and AFAIK, there's nothing like that except maybe Home Assistant, but that's pushing it. I have a buddy which has an always on VPN which he uses 100% of the time at home, never any issues with him. As for the phone, I have Wireguard for when I am not connected to my WiFi, and then disconnect when I'm back on my WiFi network. This way, I am certain to be on my home network 99.99% of the time. I use Tasker for that.
With that said, you will need an automation of sorts on the Android to be 100% sure you are on your appropriate VPN. Whether through Tasker, Macrodroid or a few other apps.