Adobe Extension/Plug in not working in Illustrator CC

My adobe extension keeps showing the four white bars like it is trying to log in. But this only happens in illustrator. It is functioning correctly in Indesign.

My first issue happened late last week. I tried uninstalling the plug in, then reinstalling. That did not work.

I then updated the illustrator app to CC 2019, and reinstalled the plug in. It functioned for about a week, and has now stopped again. 

I am using Mac OS High Sierra 10.13.6 and the latest Adobe CC 2019. (However I experienced the same issue in CC 2018).

My Wrike App and Browsers are correctly working. It tried logging out, restarting computer, etc. to no avail.

help.wrike.com/hc/en-us/articles/210323725-Wrike-Extension-for-Adobe-Creative-Cloud

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