Server keeps saying I need to manually update even though it's up to date

Server Version#: 1.41.0.8994
Plex media server keeps saying something went wrong and I have to update manually. The server is running the latest version. I have tried manually updating it with no luck. Same message. Also rebooted many times without luck. While in this state it will not allow any metadata to be updated or match any new media. I am new to Plex and running any kind of server. Any help would be appreciated because I’m at a loss of what to do.

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