Somebody somewhere thought not having the WindowsUpdate.log in a human readable format that could be viewed in real-time was a really good idea.
To read the logs now you have to use a PowerShell command.
Open PowerShell using Run As Administrator and run the following.
Wait patiently for the now out-of-date log to save to your desktop.
No unusual to get the occasional moody WSUS managed-device that will not report and/or update using a correctly configured WSUS server. The link below is the one I like to use to test the connection from the WSUS managed device to the WSUS web site.
Note: The test URL below uses my-wsus-box as the server name and 8530 as the configured port for the WSUS web site – change as appropriate.
Note: If the connection to the WSUS web site is good then a prompt to download wuident.cab should be presented.