Server Version#: 1.43.3.10861
Player Version#: 1.112.0.359-0d79a49f
My main plex server (ip-86.248/24) is running on Docker < Ubuntu < Proxmox. I can visit & play on it anytime, if I login via local ip of the server on browser.
But on Plex app on Windows, Android, iOS, macOS, even on browser via plex.tv - that server comes & goes, randomly. Even when i’m playing something that server would suddenly disappear from the app.
Obviously there’s nothing wrong on the server, its always available on the ip. All of my devices, including docker itself is using gateway ip as DNS.
Are you running Kometa, Tautulli, or any other application that interacts with Plex? If so, any correlation between Plex instability and their interaction with Plex?
If possible, please try this:
Double check all network settings (mask, default gateway, etc.).
Ensure Plex is configured for debug, not verbose, log files.
Settings → server_name → General + Show Advanced
Remove the custom access URLs.
Remove list of IP address allowed without auth (for testing, will force clients to authorize with plex.tv).
Set Settings → Network → Client Network to IPv4 Only.
Reboot router. Wait for it to fully boot.
Restart Plex Media Server.
The next time a connection drops:
Restart Plex (this bumps the log files)
Wait 2 - 3 minutes for Plex to fully boot & log the startup sequence.
Pull and post the log files (the full .zip file).
Hoping that simplifying things (IPv4 only, no custom urls, etc.) will help pinpoint the problem (less variables).
My server running 1.43.3 has been stable (Ubuntu 24.04, bare metal). Not doubting problems you’re experiencing. Just struggling to figure out why they’re occurring.
Did this on both windows & ubuntu server - nothing changed. Ubuntu server still comes & goes. When it shows in the windows app, there is no lag, everything runs smoothly.
You have several issues, including running a VPN.
you have a DNS issue: Aug 13, 2026 22:12:40.677 [7132] WARN - [HttpClient/HCl#109] HTTP error requesting GET https://v4.plex.tv/pms/:/ip (6, Couldn't resolve host name) (Could not resolve host: v4.plex.tv)
Some kind of permission issue: Aug 12, 2026 16:36:23.516 [43912] ERROR - [Req#7c81] Failed to delete session directory (boost::filesystem::remove_all: The request is not supported [system:50]: "C:\Users\yasin\AppData\Local\Plex Media Server\Cache\Transcode\Sessions\plex-transcode-02a7eb82-490f-469b-adad-bfb9e4f9af76-67a4f2ab-1bd0-4070-b7cf-323c01348df1\media-00066.ts")
For the SSL error I would suggest checking your system date/time and timezones are all correct.
I regularly turn on/off VPN but not when Im using plex. These are probably harmless network update on the log.
Plus its an issue from all my devices, even those which doesnt have VPN installed. Also the ubuntu server PC doesnt have any VPN installed. Although it runs tailscale so that I can connect from outside to other homelab apps, I dont think that will be an issue for Plex.
The likelihood of two servers having out of date Root CA’s is small yet there it is:
(60, SSL peer certificate or SSH remote key was not OK) (SSL: no alternative certificate subject name matches target host name
Are you running a reverse proxy? Your port forward is failing for remote access. At this point it is your environment that is failing SSL connections and therefore disrupting Plex. What is acting as your firewall and are you blocking ip’s/regions.