That’s a great point about alias use in roundcube. I can see how it could get confusing if you accidentally reply with your real address. This is where I think alias services that handle that automatically really shine. Have you ever run into other limitations or surprises with self-hosting, like with spam filtering or uptime? I imagine it could be quite time-consuming to keep up with all the configurations and updates, especially if you’re aiming to maintain strong privacy protections.

I’m curious - do you use email aliases to help reduce spam or block specific senders more easily? I’ve found that aliases can make a big difference in managing privacy and limiting unwanted messages. Startmail, for example, offers aliases as a convenient option without the need for self-hosting.

What about a whistle key finder? I have no idea if it works though, might be really annoying and continuously going off.