Server update option not shown in settings

Server Version#:1.32.8.7639
Player Version#:
I have happily used a MacBook with OS High Sierra for my server. I do that since I can still use iTunes for file management. My Plex app on my iPhone now tells me the server is outdated and I should update. However, the check for updates button in my settings on the computer is not active anymore, so I can’t click on it to update. How do I proceed? Just downloading the new 1.41 server doesn’t seem to help. Do I need to remove the older plex files first and then start from scratch? Or is the problem my old OS?
Thanks
UB

co<If providing server logs please do NOT turn on verbose logging, only debug logging should be enabled>

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