If it ain’t broke…
Is there a compelling reason to upgrade - new feature, hardware/OS support, bug/security fix, etc.? If not, then don’t worry about it.
Release Notes: Plex Media Server
I’m running 1.29.2.6364 on Ubuntu 22.04. It is rock solid and has all the features I need. At some point there will be a reason to upgrade - I’ll want a new feature (end credit detection, etc.), it might be required due to updated client requirements, I need to update the OS, increased transcoder performance, etc. I’ll cross that bridge when I get to it.
I store my media on a Synology DS918+. It is also my test server. I’ll load the latest release and test it out. I could probably deploy the current release, but, given my setup, there is really no reason to do so.
The clients are up to date. Some, like the SmartTV apps, auto update. I’ll manually update my Shield a few days after a new release.
I worked in IT and with ISPs where updates were allowed only once or twice per year unless it was an emergency fix. I still follow that course of action when possible.