You, sir, are a genius! Two weeks in a row now I've been transferring files and they never fail! It took some setting up, and now that I've gotten used to it, I wish I would have been doing it this way all along! Thank you!

I figured something out. If you make sure the screen of the Quest 2 is on, meaning that you put it up to your eyes, just before the transfer is about to complete it will succeed. I guess the display going dark is what is causing it to fail, so making...