iTunes Match is very sketchy and has been for years. That said, I still use and pay for it. It used to work perfectly. Every CD I ripped with iTunes was matched. Then some years ago something changed and some tracks would be matched, others uploaded (not matched). Sometimes almost all would be uploaded and only a few tracks matched. And these were always with CDs that were actually in the iTunes store. It continues that way, although more now seem to be matched. But it has never equaled the perfection of the early days.I know folks have had mixed experiences with iTunes Match over the years, but I'm wondering about the current state of the platform. I have more than 30,000 songs in my iTunes library now, many of which were imported from CD at relatively low quality in the early days of iTunes as a product, as well as quite a few DRM-encoded 128 kbps songs from the early days of the store. I'm thinking of turning on iTunes Match as a way to upgrade as many of these songs as possible to better quality, DRM-free versions.
Does anyone have recent experience with a similar task? Of course, I'll make an archival backup of my current library before I start mucking around and deleting/downloading things, I know that not everything that once was available in the iTunes Store is still available, and I know that not all songs can be "matched," but are there any specific glitches and gotchas I should be looking for?