2 of 2 people found this helpful
Have the same issue after upgrading to 2018.3.0 on all ports 25, 465 & 587. Currently have a support case open.
The only option which worked was using the google restricted SMTP server "aspmx.l.google.com" on Port 25, as this does not rely on TLS. This is not a workable solution though as it will only send emails to Gmail or G-Suite users.
Having this same issue with GMAIL, as well as with Office365. When using port 465 error is cannot reach smtp port = -1; when using port 587 error is must issue starttls command. Cannot locate option for starttls
1 of 1 people found this helpful
Working with Tableau Support we ran the following script which appears to have fixed our issue for now. They did warn that this isn't officially supported and could break with future releases.
"TSM configuration set -k svcmonitor.notification.smtp.ssl_enabled -v true"