Not really an answer to your question but I have my password manager integrated with my email host and can generate a new masked email with one click when creating new accounts. Not sure how it is as far as privacy (Bitwarden can't read my email, only create new masked emails - the option to allow read access is provided however) but as far as being able to disable problematic addresses on a whim without changing my main is pretty great.

I don’t but honestly I don’t search for things often that I need anonymity, I use kagi more because it seems better than the other search engines at getting the results I care about at the top and not a huge amount of ads or junk posts at the top. They claim to keep the searches as anonymous as possible, and they have been through an audit so hopefully true.

Never mind the email address. If you pay them they have your real identity.

This is really what prevents me from using them. Although the search does seem to be superb.

I am not the OP but I did not just out of convenience. If I really wanted to search for something I was extra paranoid about I probably would be taking more precautions anyway.

Your e-mail address is not relevant; You can be tracked anyway, by browser fingerprinting, etc.

Who cares about email when you gave them your real name with credit card.