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I use a similar approach due to me having the luxury of an owned domain.

The problem, however, is that most companies still rely on crappy Enterprise services like Microsoft Office. For most people managing identities like this is impossible to do - due to either lack of user-friendly options or due to too high thresholds of necessary IT knowledge.

I mean, we are speaking about having to configure Dovecot and Postfix and similar tools, and I fuck that up regularly. And we are also assuming that they have to be unguessable (you have github@? maybe I should target linkedin@, too, then!) which implies that they have to be random-looking which means they will likely be blocked by registration filters.

Newer projects like Maddy [1] kind of go towards that direction, but are still targeted at developers or sysadmins.

[1] https://github.com/foxcpp/maddy



> configure Dovecot and Postfix

'Creating a new inbox' was an exaggeration on my part. What I have is a catchall on my fastmail account. But when I talk about creating creating inboxes it seems to make it easier for normal people to understand what I'm doing and the benefits it brings.

> we are also assuming that they have to be unguessable

That would be nice, but I don't have a nice way of doing it. I've tried to use something like rot13 to make it less obvious, but it is a pain to manage it. It would be nice it existed a cypher that was pretty easy to do in my head, but I never found anything like this.

> you have github@? maybe I should target linkedin@, too, then!

Yes, this is a problem. For a targeted attack this may become a weakpoint in my defense. But this is a calculated risk I'm willing to accept for now.


Microsoft used to let you get 500 free emails under any domain you added, for years. I miss those years. Had the nice benefit of putting you into Microsoft's ecosystem. I was able to make emails for different sites too.




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