Can't send emailed ebooks - broken pipe
I have this same problem. I am running a MAC with Yosemite and Calibre 2.31. I used to be able to send books via email through Calibre now every time I try to I get an error message like the one noted above noting a broken pipe. I tried turning off my firewall to test and see if it was the firewall. I also updated my Calibre to the latest version and set up a gmail account specifically for sending ebooks via Calibre. Still, no luck. I have also made sure that the email address I am sending from is in my allowed list. Every time it fails with a broken pipe error.
Any suggestions?
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