Well yeah without an active session into something it gets tricky. I just shamelessly start saving their credentials into my bitwarden. My relatives that I was able to train into using it, have their passwords shared with me via organizations. And I'm set up as their vault recovery. I also have "parental" access to the location of my grandmas tablet and phone. Which also doubles as a way to see if she's turned on airplane mode and isn't getting our calls and messages.