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How do you handle correspondents who use a particular one of those email addresses but that particular email address poops out?
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So far I have only had one email service go under, and that was way back in the day with one of the first, tiny local ISPs. Back then email wasn't used for much so it wasn't a big problem. But, I would have to contact my most important contacts and let them know my new address if this happened. Frankly I mostly do this with major providers that are unlikely to go away. Actually, many of the contacts I have done this with have my unique username with a custom domain that I control, but then I can reply from any of my other addresses and it looks like me. Only rarely has anyone even noticed or commented on it.