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Selfhosted
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You might want to check out Mozilla Thunderbird or even MS outlook for this. I don't believe roundcube (web client) has this ability.
Thanks for the idea. It's not quite what I was looking for, but I might look into it more if I don't find anything better.
From the looks of it, it requires python scripting anyway, so there isn't a big advantage to fetching the mail with python and imaplib directly.