From a system on the same network as the NAS, using a incognito/private browser window, sign in directly to Plex Media Server: http://192.168.2.26:32400/web.
Can you reach the server settings (wrench icon)?
On DSM 6 systems, Plex Media Server runs using the plex userid. It does not matter if the Admin account is enabled or disabled.
Nov 21, 2022 14:42:46.127 [0x7fa7616fb700] ERROR - Error issuing curl_easy_perform(handle): 7
Nov 21, 2022 14:42:46.127 [0x7fa7616fb700] WARN - HTTP error requesting POST https://plex.tv/servers.xml?auth_token=xxxxxxxxxxxxxxxxxxxx&async=1&asyncIdentifier=ee387a6a-b9b0-4aa7-910e-75dd696e06e0 (0, No error) (Failed to connect to plex.tv port 443: Connection timed out)
Plex Media Server cannot talk to plex.tv (the above error repeats multiple times).
- Make sure the NAS has a solid Internet connection - wired, gigabit Ethernet.
- Configure the Synology NAS to use a public DNS such as 1.1.1.1 (Cloudflare), 8.8.8.8 (Google), 9.9.9.9 (Quad9), etc.
- Whitelist the plex.direct domain in your router DNS security, if possible.
See the DNS Rebinding section of How to Use Secure Server Connections for additional information.
On a separate note…
Nov 21, 2022 14:41:01.038 [0x7fa79a738700] INFO - Plex Media Server v1.18.5.2309-f5213a238 - Synology DS415+ x86_64 - build: linux-x86_64 synology - GMT 01:00
You are running a dated version of Plex Media Server. 1.18.5.2309 was released in January 2020.
Not the cause of your current problems, but at some point, consider updating to a current release. You’ll gain added functionality and better compatibility with current Plex clients.
You can download the current version of Plex Media Server from plex.tv and perform a manual installation using Synology Package Center.
