[Chris Cook5]

Just wondering if everyone’s iTunes library transferred over to the new Music app without any issues

[RichardDillon1986]

I have a windows computer with iTunes and all I did was get the free trial and all my music started coming to my phone. Just make sure you use wifi because it does us your data. I haven't used music in a while and it had songs i listened to last year still saved in the recently played

[Sicily1918]

I had no issues. I have iTunes Music Match as well and:

• I completely wiped out my 2014 MBP's SSD and installed Catalina clean from a USB key. I transferred my profile to it wayyyy back on Yosemite -- when the MBP was new -- and have only updated ever since. I had a TON of legacy apps and leftover crap that I didn't need, and felt Catalina was a good time to start fresh. Music.app immediately pulled my entire music collection's pointers and then slowly began to download the matched tunes.
• My iMac hosts the "real" library (i.e., 320kbps MP3s and the like); I updated it from Mojave, and Music was just fine.