Michele Simionato <michele.simion...@gmail.com> writes: > Notice that this not a problem of the SMTP server, since with Python > 2.4 the script is connecting to the SMTP server
Um, my guess is that 2.4 didn't attempt to use TLS at all, and your 2.7 installation doesn't have the TLS libraries installed or they're not configured where Python can find them. -- http://mail.python.org/mailman/listinfo/python-list