Does anybody here self-host a mail-by-proxy solution? If so, I'm interested to hear about your setup, experiences and any drawbacks. I have a custom domain and a hosted email service with a very small amount of storage. I'd like to host something locally so that I can keep all my email without stressing about the space. I also want to be able to use email on my phone and computer and a web interface for tablets or while traveling. Finally, I'd like emails that I send to be stored locally so I can search it. Does anybody else already do something like this? I can forge my own path, but oftentimes, somebody else is already doing it better.
Have a conversation and listen to her. I'm guessing that her behaviors are driven by an emotion. Maybe she's overwhelmed by the complexity. Most people who say that they don't care about security actually prioritize ease of use over security. Unfortunately good security can be hard.
If/when you speak to her, don't try to solve her problems during that conversation. Meet her where she's at and empathize with her. When she's done, you get to express your concerns and see her reacting. I'm guessing that you're concerned that she is putting her finances at risk. Explain your concern to her.
Once you both come to a shared understanding, then you can come with some ideas for her to react to. Again, dig deep into her concerns, talking through them. You're going to need to let some things go. It's her life and her money and you'll be there to help in a nonjudgemental way if anything bad happens and then you can have another conversation after the dust has settled.
I ended up with my parents having 3 passwords. One for their bank, one for their health stuff and one for everything else. The bank and health ones are long and difficult to guess, the other one is easy to remember and "good enough".