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Old 12-21-2021, 03:50 PM   #4
DNSB
Bibliophagist
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Posts: 44,983
Karma: 168808719
Join Date: Jul 2010
Location: Vancouver
Device: Kobo Sage, Libra Colour, Lenovo M8 FHD, Paperwhite 4, Tolino epos
Looking at the error message you received:
Code:
smtplib.SMTPAuthenticationError: (534, b'5.7.9 Application-specific password required. Learn more at\n5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor m1sm17428938qtk.34 - gsmtp')
you have Gmail set to require 2FA for your computer. You should be able to create an application specific password for calibre. If you click on the link in the error message ( https://support.google.com/mail/?p=InvalidSecondFactor ), you will get some help.
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