Sounds like you would have to start doing some more in-depth troubleshooting.. I would recommend you to look at a tool called SpyStudio from Nektra. I've used it for a while and especially when doing migration between OS it can be helpful.
Collect a trace from a fully functional execution and compare to a failing one.. See a demo video here: Nektra SpyStudio and troubleshooting ThinApp package - YouTube
