hi -Wes-,
That is very odd. Any chance this is a permission problem? Are you saving on a network shared folder? Does it happen on all folders (i.e. your Desktop)? Could you try to open normal Notepad and open Save as on folder location you've tried from Toad saveAs dialog?
Just a note - Toad uses the same SaveAs dialog window as most of the Win7+ windows applications and only contains an additional control at the bottom which extends it but the interaction logic of that dialog is really re-use from the .Net core (just thinking a loud).
Martin