Hello and welcome to the forum.
There are a couple things you might suggest he try.
The first being a System file check
from an elevated command prompt type
sfc /scannow
and see what that produces.
Sounds a bit like an infection might have existed and the latest bunch of Windows Updates, which included the standard monthly running of the Microsoft Malicious Software Removal Tool, might have gotten rid of it but may have left some residual impact of its' presence.
If the error message involves something regarding needing a program associated to open an executable or shortcut, perhaps you might suggest that he use either or the EXE or LNK fix from here
Link Removed - Invalid URL you need to tell him to read the directions on that page as to how to use the fix(es).
Additionally I would recommend that he follow up by downloading, installing and updating (to the latest signatures)
Malwarebytes : Malwarebytes Anti-Malware PRO removes malware including viruses, spyware, worms and trojans, plus it protects your computer
and
SUPERAntiSpyware.com - Downloads
after installing and updating, reboot the computer into Safe Mode and run them both simultaneously and see if they produce anything.
As a last resort, perhaps a system restore to an earlier point in time might prove helpful.
Regards
Randy