It’s a bit limiting to try to analyze from a log snippet, but I think you have the same intermittent recording problem that I’ve experienced a couple times. The significant error is:
Mar 03, 2022 18:57:27.113 [11856] DEBUG - [Grabber/4bb93d6f5fff29e6b6f4fa36e13bb5426eca13b1] TranscodeSession: timed out waiting to find duration for live session
Mar 03, 2022 18:57:27.113 [11856] ERROR - [Grabber/4bb93d6f5fff29e6b6f4fa36e13bb5426eca13b1] Failed to start session.
FYI, it is normal for Plex to start a transcode session as part of a recording.
I recommend deleting your codecs so that Plex can redownload them as needed - apparently over time they can become corrupted. When I’ve had intermittent recording issues this has fixed the problem for me.
The codec folder is a subdirectory of the Plex data directory. (I’m running on a Linux server, not Win, so yours will be in a different location than mine.) I typically stop the Plex Server service, delete the files in the codec subfolder with the naming pattern of uniqueidentifier-OS-processorclass (I don’t delete the folder itself - feel free to backup the files first for safety), and then start Plex Server. Plex will re-download the codecs as needed. I also posted about this (partly for my own reference) when this first happened to me.
