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I have tried doing this in 2018.4 as well but it will not work. I have spent hours now with my IT team trying to figure this out, but nothing is working. I can't believe they would change this for such an important feature for the product without introducing a way to make it work properly.
For those of you following this thread, as of the 2019.3 version of Alteryx Designer we have authentication functionality within the Email Tool. Users can now enter their credentials (username & password), select an encryption method, and connect to the appropriate port number.
If you are interested in connecting to a Gmail or other email service that was not previously supported by Alteryx Designer, please refer to the following knowledge base article to learn more on how to do so.