Hello, I'll try to answer each item in order below:

- File names are not too long (do not exceed 65 characters).  The file names do have spaces because they are the company names, but I never had issues with the automatic backups on my previous computer (which was running Windows 7) using the same company files/names.

- Files are not greater than 3 GIG.

- How do I check to see if QuickBooks has the necessary access rights in Windows?

- I don't have an option for "Keep QuickBooks running for quick startups" in My Preferences.

I've already uninstalled/reinstalled QuickBooks and tried to repair it as well, to no avail.  I have a feeling it has something to do with access rights or compatibility with Windows 10, but haven't been able to locate the issue yet.  When I try to run in compatibility mode, it doesn't have an option for Windows 10.  Is there an update or something I need to install for compatibility with Windows 10?