Update doesn't work

Server Version#: 1.16.2.1321
Player Version#:

My Plex server, running on Windows 10, sees an update and I wish to install it.
First I click on Download and then on Install.

It will display:
The server “My Server” is installing an update
Grab a cup of tea. This may take a couple of minutes.

This will go on forever … it never finishes.

I can grab the update from the website and install it, but that’s not the idea of auto update.

How can I troubleshoot this?

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