Thanks for the log files.
There are multiple log entries regarding problems acquiring a certificate. From Plex Media Server.log:
Jun 12, 2021 08:23:29.118 [10088] ERROR - CERT: Error acquiring new certificate: Failed to upload CSR: 429, <?xml version="1.0" encoding="UTF-8"?>
<errors>
<error code="1003" message="API rate limit exceeded"/>
</errors>
There are several threads regarding the problem. Two are linked below. Search the forum for “API rate limit exceeded” to see others.
From reading those threads, the resolution is to a) shutdown Plex Media Server for 24 hours, or b) have a Plex employee reset your certificate.
I do not know if you are having the same problem as in the referenced threads, as a fix was provided last month and you are running a later version of PMS. If I remember correctly, an API Rate Limit Exceeded situation may have other causes, but the fix is still the same.
So, suggest you shutdown the Plex Media Server process for at least 24 hours.
Also asking @BigWheel to take a look. I saw no other problems in the log files, and a certificate reset has to be performed by someone at Plex. Apologies if I’m off base or missed something easy in the log files.
