Like many modern technophiles of this era I have a lot of music on my computer, and I have an MP3 player. Winamp has been my player of choice for quite a while, not because it’s better than all the rest, but simply because when I first started listening to music on the computer it was.
Now there is a new and quite frankly brilliant alternative (a good alternative to iTunes as well for the anti-apple iPod owners) it is, Media Monkey! The basic package is free (always nice), and it can sync playlists with portable devices (although I ‘ve not actually tried this yet), perform easy format conversions, auto tag mp3’s from amazon, or from file names, or even rename files from tags. All in a very easy and quick way.
Personally I’m seriously thinking about paying the $20 to get the full version, which can do a few other useful sounding things.
randomtask 
At your recommendation, I downloaded this and tried it out and have to say I’m pretty impressed! Generally, I’d arrange everything manually into the folders I wanted, and named files in a specific way, coz I don’t like software to do things how IT decides to do. No, software should do what I want it to thank you very much, and thankfully MediaMonkey does that for me in a much quicker way than before.
The only downside I can think of is that when I used it for the first time, I managed to lose a CD case (which I found two days later). Now, I’m not saying it’s the fault of MediaMonkey, but I never had this problem using Winamp, and it seems just too much of a coincidence to me…