Well that just blows, glad I only paid $30 for the Dot...maybe look into the Google Hockeypuck thing to see if that will work. The novelty of making the Dot talk back wore off after one day for my 79 year old mother, she was excited that it would play her music for her.
So, my Windows 7 PC with a fresh Music app has no upload button. I installed a fresh Music app on her Windows 10 PC, and the upload button exists, but says discontinued. I opened my several months old Music app on my Macbook, and the UPLOAD button is available, and working, but I now have a silly blue bar across the app telling me there is a new version of the Amazon Music App available and to upgrade. Um....how about i upgrade after I finish uploading my mothers music collection!
Paul