I am still having the same issue with rich and plain text content controls in my document. I created a test document with one rich text and one plain text content control and tested them using the same VBA code I have in the offending document and both controls in the test document work as they should allowing for multiple lines of text. I then copied a plain text content control from the offending document and pasted the VBA code into the UserForm. Now when I test it, the document freezes, and a whole list of actions have to be taken just to get Word to allow use again. I will try to attach the test document here.