For knowledge / Google purposes..

Steve is good now, after 

• Turning off Avast Anti-Virus
• Open File Explorer
• Renaming C:\ProWin20\forms\1040_20\pspdfs to C:\ProWin20\forms\1040_20\pspdfs_backup
• Running ProSeries 2020 -> Tools Repair Updates

The issue seems to be Avast (and maybe others) are putting some sort of "protection" on some of our directories, and blocking updates. The two main ones are that pspdfs directory or \32bit.  If you look at [installationDirectory]\appData\UpdateLog.txt and search for Error(18) you'll see what file/directory is getting locked:

[Sun Feb 14 16:03:40 2021]  ### 1040 individual Failed - Error(18) - patch:C:\ProWin20\Updates\wfdipro-200-202285.rtp - File: C:\ProWin20\forms\1040_20\pspdfs\F8821_SW.pdf - ProSeries Update - Failure Opening New File: C:\ProWin20\forms\1040_20\pspdfs\F8821_SW.pdf

Rename the directory that contains the file, then run repair updates.

We continue to work with the updates vendor to figure out why this is happening and to prevent it.. but haven't made progress yes.