I finally was able to get the Jira Admin on the line and we were setting up the Jira Connector. We got it all the way set up and when I run the Workflow - I get this error message:
Setting up the notifications failed. Please contact your JIRA System Administrator and let them know that notifications from Webhooks are no longer working so that they can investigate.
I had the SysAdmin on the line and he was very confused since we are connected with the API - and he doesn't see any settings for a Webhook and doesn't understand why it is even needed... there is also no documentation in the help about this error.