Uploading a song in the Music app is clunky. In order to get the song to post, it has to be available in My Music. Which means that I need to import the track to iTunes on my Mac, convince it to sync with my iPhone (a process that took about 12 hours and restoring my phone from a backup), and then go searching for it in a list that doesn’t immediately present with a search field.
Apple’s goal should be to make it as easy — and low-friction — to post new stuff to Connect as it is to post a picture to Instagram. Why not let artists pick songs from iCloud Drive, for example? Having to sync via iTunes on your Mac to post from your iPhone is so 2008.