I’ll give it a shot later as I’m off to work. I do not have any MP3 or AAC files. I do recall I had installed previously and it caused problems. As mentioned I can already stream via Airplay with Apple Music no issues. I can also stream via Airplay to an APPLE TV box from ROON without issue (I forget to mention this earlier). I can also chromecast to other devices via Roon no issues. The issue is specifically ROON and The JBL Boombox 3 WiFi.
Another user had this same issue on Roon: Roon not streaming to JBL Boombox 3 WiFi
It looks like there was a PORT issue in this instance.