I primarily notice this on MacOS due to switching between networks (wifi / ethernet) and sleep/wake. Often I’ll come back to my laptop in the morning, start listening from where I left off, and Plexamp will only play through the existing cached tracks and then show a spinner indicating it’s trying to connect to the server, but it never will successfully reconnect. I have to close the app and start it again to get it to connect to the server so I can continue listening.
I specifically use a script[1] to operate a launchd service which will disable WiFi entirely when ethernet is active so that may be related to Plexamp being caught in a confused network state. I do not experience any similar symptoms with any other software.
general success connecting to your server, i don’t see anywhere where it’s failing a connection test.
i see some timeouts making requests to your server (the 10-27-2-31 connection).
on the media side, i see timeouts making requests but nothing really obviously wrong besides that.
Basically, I don’t see anything obvious beyond at times it seems to have an inability to connect (timing out) to your server, and not entirely sure why that would be besides some basic networking issue. Given that a restart solves it, it does point to Plexamp, but I don’t see anything fundamentally wrong here.