Trigger Condition Not Working
After much swearing, I've figured out why this was not working... and yes, I'm the reason!
Despite the field showing as empty, the actual raw output of the text field is not blank. There is always 'some' text in the field:
<div class="ExternalClass1B5CD90236E041CD92576C1548281818"><p><br></p></div>
When there is some text in the field it looks something like this:
<div class="ExternalClassD8A6678EA93A430BAFCA784EBCF059DD"><div style="font-family:Calibri, Arial, Helvetica, sans-serif;font-size:11pt;color:rgb(0, 0, 0);">Jon testing new customer comments field - test of updated workflow</div></div>
A very quick and dirty trigger condition for the above is to say if the length of text within the field in question is less than 100 characters then do nothing, else do what I want it to do.
God that was frustrating! Thank you all so much for helping out!