Plex Error Log

Hi there! I have HA configured pretty well over here, but I can’t seem to account for the following errors:

17-01-15 22:24:01 plexapi: http://public-ip-address:26183: HTTPConnectionPool(host='public-ip-address', port=26183): Max retries exceeded with url: /?X-Plex-Token=[redacted] by (Caused by ConnectTimeoutError(<requests.packages.urllib3.connection.HTTPConnection object at 0x7ff2fd7e7668>, 'Connection to public-ip-address timed out. (connect timeout=30)')) 17-01-15 22:24:01 plexapi: https://public-ip-address.9bb17390fb8e4ddeacd0f2e4f2cd3e4d.plex.direct:26183: HTTPSConnectionPool(host='public-ip-address.9bb17390fb8e4ddeacd0f2e4f2cd3e4d.plex.direct', port=26183): Max retries exceeded with url: /?X-Plex-Token=[redacted] (Caused by ConnectTimeoutError(<requests.packages.urllib3.connection.VerifiedHTTPSConnection object at 0x7ff2fd7d44e0>, 'Connection to public-ip-address.9bb17390fb8e4ddeacd0f2e4f2cd3e4d.plex.direct timed out. (connect timeout=30)'))

What is weird is the token I redacted does not match the token I entered when I initially configured PMS on my network. I also attempted to curl the public IP address (also hidden for privacy reasons) with the port it’s trying to hit and it times out. I opened it on my network and server as a test, but I am unfamiliar with port 26183 anyway. Plex Sensor works fine, and so does the Media Player.Plex_for_chrome, but nothing shows when I watch on any other browser or device (Apple TV Gen 2 for example). Any input would be greatly appreciated.

I belive that every time you restart Plex, your token changes.

Okay, that would make sense, but these errors are occurring without any restart. :-/