Marketing Automation List Entry Criteria FAIL

Marketing Automation List Entry Criteria FAIL

Anyone else struggling with an integrated CRM to Marketing Automation.

Our process used to work smoothly than with MA 2.0 it has been spotty at best.  Seemingly no matter what I do, I can not trigger journeys from the CRM anymore.  For months I've been told to use "contains" in the list entry criteria but that failed miserably this week.  It seems no matter what option I use, I have to go in and manually change the list entry criteria in order for it to actually populate.  
The software is called Marketing Automation, not Marketing Manual Manipulation Required.