Looking for a way to keep email anonymity

Currently my email setup are multiple proton email addresses for more important stuff and duck.com addresses for “everyday” use. Even that I have both SL and addy.io accs, I prefer duck due to unlimited addresses.

Two of those proton addresses are ruined by spam, because companies had a data leak, so that’s why I started using duck as a forwarder from that point onwards.

Now I plan to replace these proton addresses with a custom domain, so I will either use some dedicated email service or will try selfhosting as a learning exercise with an external outbound relay.

But I’m not sure what’s the best way to replace duck addresses, as I would like to have more control over aliases, for example to know which alias is for which service? I would like to keep an anonymity aspect in a sense that a service can’t link me to my custom domain, so I would prefer a shared domain.

Is a paid SL or addy the best option for that or do you have some other suggestion?

Simple Login works for me. I now have almost as many addresses as I have accounts and any can be switched off as necessary. Comes free with any paid Proton plan but I guess you must be using the free service or you wouldn’t be asking. I find it simple to use and can make up addresses on the fly if ever asked for one.

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I would recommend against custom domains for registrations, they’re still fairly easy to scrape from data breaches for linking them. In fact, I’d recommend just always using your duck.com aliases for everything, separate for each, rotating if one gets leaked.

I certainly wouldn’t recommend that if you actually want others to receive your mails.

I solved that by just adding the e-mail address in the notes part of my pw manager.

Personally I just use iCloud for both mail in general and aliases. Costs $1/mo and gets you infinite aliases on a pretty trusted domain, 3 custom domains, and IMAP/SMTP compatible mail server. Of course there’s no privacy towards Apple here, nor any encryption, but if you only care about privacy towards third parties (ie the sites you register to) and/or portability, it’s a solid option.

Yeah, I’m using a free plan, as I have a couple email addresses on proton.

Custom domain would be for cases like banking, govt sites, to give to person in face to face conv. I would rather use that one instead of duck address, especially now when it’s quite long with random words.

I guess you are referring to IP reputation? That’s why I said I would use something like SMTP2go.

Privacy aside, iCloud is a nice solution indeed, but I would prefer to stay away from a big corp if possible.

I never had a problem with just showing the govt / bank employee the freshly generated address on my phone. In fact probably less issues than when I used to use custom domain…

“What’s your e-mail?”
“me at name dot de”
“me?”
“yeah”
“M - E?”
“Yes, M - E.”
“at”
“at name”
“name”
“dot de”
“dot de”
“yes.”

Employees often have a hard time grasping people can just buy domains and have whatever as mail address, not just at gee mail dot com.

Not just that, major providers really like to throw away mail for random reasons like simply not liking your domain or content. Also, regarding relay, I hope you know that unless you do something like PGP it will see your mail contents which sounds a bit opposite of what you’re trying to do here.