check out your wifi performance, updated Roon might not be happy with your i-pad wifi connection. i'm sorting my wifi out now, and been having similar Roon 'no music playing' issues. my dac/server builder has determined my server is fine, and the issue is related to the i-pad network connection somehow.
i purchased new wifi and router hardware (my current wifi gear is 6-7+ years old) and my network engineer son is coming over this weekend to install it. hope that fixes it. my i-pad is only a couple years old...i-pad Air (3rd Gen) and i'm told just fine.
Did you ever sort out your "issues" with your iPad and your WiFi?......
I recently started noticing drop out connectivity issues with Roon and my various handheld smart tablets & cell devices.
Started approximately a few days after a Roon update. I would get this message.... " OH...SORRY THERES SOMETHING WRONG YOUR CONNECTION.... are you sure your device is on up and running and on the same network as your core?....
Or words to that effect.
Was driving me crazy. I tried numerous things ( turning off my various smartphones/tablets) to reboot them....doing the same with the core pc ( a Intel Nuc), all to no avail. The WiFi was still working ok when this would happen, and there were no other issues with using my WIFI for various other functions in my home ( streaming Tidal Connect, TV shows via various streaming sticks, etc.).
Anyway one thing I finally decided to try was to reboot my WI-FI on the smart devices when this error message popped up....and immediately I was able to get Room to connect, however it would only last for 15 or 20 minutes..... I did observe that the bar reading on these various devices wasn't maximum... Sometimes only 2 or 3 bars.....this got me thinking.
Maybe I need a WIFI extender to boost the number of bars.....Well bingo....problem solved.
Hopefully this will be of some use to someone should they encounter a similar issue.
Cheers....