No questions are stupid!

Thats how we all learn new stuff!
Try setting your phone to 'storage mode' just once, then copy the files to a new folder on the new drive that is accessible and see if you can run from there using file explorer!
I only upload my software to my phone in storage mode. Active Sync is too slow and tries to convert the files - Not sure if this can cause runtime errors!
Let me know if you still have problems running it from the above method.
Regards
Mike.