Answering my own question. Posting in case someone else runs into this. My application had pre-req's set to download Microsoft Visual C++ Redist packages and install if not present. On older windows builds, this works. On the 20H2, it fails without displaying an error. Makes you think the install is as usual when it is not. If I manually download and install the Redist packages, everything works great. No need to upgrade .net at the moment or SQLite. I need to go to Microsoft now and determine why the installer isn't prompting for required pkg and not denoting errors during install. Thanks anyway everyone.