I was able to ping the jail, then I attempted to assign the jail to a 2nd nic to eliminate VNET/BPF, which didn't work, and now after putting the settings back to VNET/BPF I am not able to ping the jail, but the symptoms are the same otherwise. I've looked at several other threads with similar issues, but there's either an error or another condition I'm missing in my instance (I do have swap partitions and they're 0% utilized, no errors in dmesg, plex logs don't indicate anything is wrong.) When plex dies (always at ~20mins after jail starts) the service is running and the processes are visible in top, but any media playback is halted, says unable to connect securely to the server, and the management interface (ip.addr:32400) returns "address unreachable." As soon as the jail is restarted I get another 20mins of perfect functionality.
With the manual install (v1.), the service does not stop when the server becomes unreachable, but the only way to get it working again is to restart the jail, stopping/starting the process in the jail shell provides proper command outputs but does not resolve the issue. On the plugin version the service in the jail would stop and throw errors if I tried to restart the service itself, the only way to restart it was to restart the plugin/jail. Plex Media Server 1.16 is a powerful application for streaming videos and connecting to the Plex clients with support for local and online media files.
Download Plex Media Server 1.16 for Mac free latest full version offline setup for macOS. I was having issues with the plex media server plugin service dying after 20 minutes of runtime, so I created a new jail running 12.3 with default settings and manually installed PMS. Plex Media Server 1.16 for Mac Free Download.