And yes you could potentially re-download each file with 10k clicks. But I'm guessing that by the time I finished doing that, an entirely new transformational technology will have made my collections obsolete by then, lol. So I'll probably just stick to balancing my use of Rdio and iTunes Match until that day comes.

Well when you put it that way I sound like a crazy person, lol. Yes I would lose access if I canceled my iTunes Match subscription. I'm not planning on doing that, and my guess is that Apple will continue to improve on their offerings in this area. I've moved from Winamp to iTunes to Lala to Rdio in the past decade. At this point I think ownership of the actual albums and files is something I don't need. I'm okay with having a virtual Rdio collection. Who knows though, there may come a day when I wish I had all my bytes back.

After signing up, iTunes Match actually works great as a streaming solution so long as you're using a Laptop or Desktop. It's only on iOS that it forces you to download the files while listening. Aside from that the rest of what you said is spot on.

Thanks. The first workaround really helped me out. Some of my annotations had gotten so light that it would have been impossible to find them manually. It looks like it's still an open issue for Preview, and definitely seems to have something to do with the new OS X Lion saving and versioning system.

I'm still perplexed by what is happening with Preview and the highlighting in my PDFs. The behavior is just remarkably odd. I basically only switch back and forth between an iMac and my Macbook Pro, which both have the latest OS X Lion installed. And I save my files to my Dropbox folder. Somehow the highlighting I do in Preview manages to randomly change colors. Just remarkably strange behavior for the software.