Webware 100 winner: eMusic
eMusic is an online music store.
eMusic has been around since 1998 and serves up indie tracks to paying subscribers who can purchase songs for about a third of the price found on major digital music providers. While you won't find tracks from the Billboard Top 100 on eMusic, there are a ton of great songs to fill up your MP3 player (legally) and give a generous portion of what you're paying to the artists who are making the music.
In addition to the popularity charts that help people see what's hot on the service, eMusic also maintains a section of playlists and recommendations, similar to those on iTunes, that's curated by humans.
Winner: eMusic (eMusic.com)