Conversion failed. The transcoder exited due to an error

So, just looked and the last time this happened was at 11:01am
I compared Windows Event Log (id 4227) with Plex errors and saw that I did have a 4227 event at 11:01am and that is exactly when I had another Transcoder error

Plex error :

Apr 19, 2020 11:01:16.778 [9484] ERROR - [Transcoder] [tcp @ 027c4040] Connection to tcp://127.0.0.1:32400 failed: Error number -138 occurred
Apr 19, 2020 11:01:16.778 [7272] DEBUG - Request: [127.0.0.1:57340 (Loopback)] GET /:/metadata/updateProgressMessage?message=Scanning%20Bloodline%5CSeason%2001 (51 live) GZIP Signed-in Token (technaholic)
Apr 19, 2020 11:01:16.779 [2248] DEBUG - Completed: [127.0.0.1:57340] 200 GET /:/metadata/updateProgressMessage?message=Scanning%20Bloodline%5CSeason%2001 (51 live) GZIP 0ms 166 bytes
Apr 19, 2020 11:01:16.779 [7272] ERROR - [Transcoder] [stream_segment,ssegment @ 0282ac80] Failed to open segment list ‘http://127.0.0.1:32400/video/:/transcode/session/82bf3335-c765-4929-9eb2-62a9db94bc45-4/aded229e-cb1a-482e-ae64-b420de7a2770/seglist?X-Plex-Http-Pipeline=infinite
Apr 19, 2020 11:01:16.784 [7272] ERROR - [Transcoder] av_interleaved_write_frame(): Unknown error
Apr 19, 2020 11:01:16.790 [7272] ERROR - [Transcoder] Error writing trailer of media-%05d.ts: Invalid argument

And here is the Windows event log :

TCP/IP failed to establish an outgoing connection because the selected local endpoint was recently used to connect to the same remote endpoint. This error typically occurs when outgoing connections are opened and closed at a high rate, causing all available local ports to be used and forcing TCP/IP to reuse a local port for an outgoing connection. To minimize the risk of data corruption, the TCP/IP standard requires a minimum time period to elapse between successive connections from a given local endpoint to a given remote endpoint.

I did see in another post port issues (this post) which I had posted there as well, but didn’t get any responses yet.

How do I get a plexdev to look at all of this? I would rather help fix the current issues than roll back the server as I don’t want the issue to go unresolved and instead help to get it fixed.

Thanks!