Thanks again for the reply. The scan took a while so just getting around to posting the results.

I scanned the drive in question with the missing files and it finished, 100%, and states "Long...

Thanks for the reply. I'm at a loss to as to how an update would cause this. For what it's worth, I also tried a different external hard drive enclosure on different machines as well and still...

I put off installing the Fall Creators Update to avoid headaches. Finally the nagging notifications became a headache themselves so I opted to go ahead and update. Unfortunately this caused issues...