Every so often I go and check out (Windows based) music players and see if it's worth switching from Winamp. Right now I have a couple of minor irritations with Winamp. 1) No native last.fm radio player 2) No support for the iPod Touch or iPhone. Thanks a bunch, Apple! 3) Too many crashes, especially after sleep So. Songbird has come on leaps and bounds. It's actually pretty damn good now. I especially like the Songkick extension to find concerts from anyone in your library. It's one big problem is how slow it is to index/re-index a big library which then makes it way too slow to start up. Also had a brief look at MusicBee but it was falling over with obscure .Net error messages. iTunes continues to really irritate as does WMP. Foobar feels like a classic open source jumble; they need a UI designer. Amarok for Windows is wedded to a truly horrible cross platform KDE environment. So sorry guys, but Winamp still wins for me. Back to those problems. Winamp is owned by AOL and they've built a last.fm competitor (Orgle) but nobody uses it. So sadly, even if they could build a last.fm stream player, they're not going to because there's a commercial conflict of interest. I think it would be completely possible for a 3rd party to do this, but Last.FM no longer build add-ons for other people's players so it'll have to be a true 3rd party. And there doesn't seem to be enough native windows developers around to make it happen. There is a kind of solution in the Python LastFmProxy project but that's currently also in need of a developer or two to port it to Last.fm API v2. The iPod Touch, iPhone, Nano V3 problem is IMHO a much bigger problem. Apple in their wisdom have changed the rules again and in such a way that you have to use iTunes to sync or face the wrath of their lawyers. Linux and truly FOSS projects can get away with breaking this and it is technically possible to sync from 3rd party code as Amarok, Sharepod, GTKPod and others have shown. But more mainstream apps like Songbird can't do it. And when you get to commercial companies like AOL-Winamp this feels like a dead end. This really sucks. No. This REALLY SUCKS. With hardware it used to be "If you can't take it apart you don't own it" And apparently now, "If you can't get at the code to control it, you don't own it". I really hate that choosing the best hardware also ties me inextricably into choosing the worst software. Go back a few years and it was no surprise when you bought a Creative, Sony or no name portable media player and the associated PC software was a real stinker. At least you could still copy files with USB or MTP. There were a few attempts at standardising this with a common interface. Right now there's really no choice apart from the iPod/iPhone but I'm going to be stuck with iTunes. While I'm having a good moan about the iPod Touch/iPhone what the hell happened to the USB-Fat32 disk area? It was really handy to effectively have a thumb drive in your pocket all the time in your iPod. But apparently, the device has to use HFS internally which means no disk area. Gah! Way to go, Apple.