Strange issue with a TextBox

[TW Shrub]

Thanks Drumstix,
That sounds like it might be the cause, or at least part of it. I'll give it a try and see if anything changes.
I also realized (after re-reading my post) that the issue isn't with the textbox itself but that the text isn't reaching the log button (so that there isn't actually anything to log), which also seems to jive with what you're saying about the pathing to windows loaded in the UI memory.