Thanks for sharing your report! It sounds like Roon Server might be having trouble launching on your Mac.
If you right-click your Roon app icon > show package contents > contents folder > then double click Roon Server, do you see the Roon jellyfish appear in your upper right hand Mac taskbar?
Yes. This has never happened before and Ive been running Roon for a over a year with no issues. The issues I can say stated happening after the last mac update.
Thanks for letting us know. Yes, this is an issue we are looking into, we have a fix in Early Access testing and hope to release this to the production build as soon as possible after testing is concluded.