There is a specific issue with timeouts on connectivity tests coming from the plex.tv Amazon Cloud hosted servers in Europe - I have seen this from 6 users - 5 are in New Zealand / Australia / Singapore and Malaysia and 1 in the US.
I would like to see logs from more users - with verbose logging during the time when server settings is open and it is expected to be green and it is not
Is there an issue with losing remote access - or is it just the indicator that is wrong ?