That makes a lot of sense. BTW, Singular did get back to me and indicated that the 2019 Premium Content does contain all the August V2 updates. I’m guessing you’ve already found out about the tempo problem with the new content and BBM. Singular created loops/fills/transitions with fixed tempo, it’s a mess using BBM. No issues so far with the BB itself.
What I did, in concept, is nearly exactly what you describe, but included my need to control my Beatbuddy via Onsong and Reaper using Midi ( I gig with a laptop and jam with just the pedal). In essense, Onsong always selects the folder/song via Program Changes. I rename/export/import all the beatbuddy content, folders, songs, and drumkits, to start with a sequential number that never changes and corresponds to Midi Program Change or Control Change format. That way I control the order of BB content. I can look at any Onsong Midi and easily find the referenced folder/song and I can modify or create Onsong Program Change Midi to point to a new song by referring to the BBM or the Beatbuddy itself. It’s a lot work to setup but worth it in the long run. I replaced the old drumkits with the new ones and will use them in my working projects. I’ll use the Singular song content as a “master library” and copy, as needed, to my personalized folders/songs. At the end of the day, my Onsong project contains all new drumkits, my current Onsong folders/songs, and all the new content.
If you’re interested, I can document my process. Always appreciate everything you do help everyone and improve the BB experience. Thanks John