I am having the same problem as mcykindle - I get the same error message when I try to email converted MOBI files to my Kindle. I have a macbook and used to have an old iOS installed (not sure which one). I used to email files to my Kindle all the time w/o a problem. My HD died, so I had it replaced and my iOS is now OS X Yosemite 10.10.1. I tried using an older version of Calibre, but that didn't help. I even signed up for a GMX account (per the suggestion in the FAQ), but still can't seem to email anything from Calibre...to my Kindle or a general email account. Any other advice?
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