I have only used GMail so far so that will be all I can provide settings for. I just tested it on my own laptop to make sure it still works and was able to get it to email reports from the test button, the email report button and automatically as a result of races so I suspect it may be something specific to your setup.
For settings with GMail I have following settings:
Server: smtp.gmail.com
Port: 587
SSL: Checked
Username: My gmail address
Password: My gmail password
From Address: My gmail address
If I remember correctly with GMail you must have the from address set the same as your username used for GMail. Some email systems let these be different but not GMail.
Hope that helps
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