just setting up clip...first time mp3 user...best sites to download music and on firmware updates?

 just setting up my new clip…am a first time mp3 user…

well as we speak i’ve got my new clip attached to my netbook’s usb port to get the battery charged after 3 hrs

1–should i first update the firmware?  or just go to a site and start downloading songs?

2–any good sites for song downloading that you can recommend? I love rock and jazz and even the local small venued stuff on cbc fm radio here in canada (has some really good tracks off the beaten path with smaller local artists)

thanks…also i am a big fan of george winston (an amazing ‘new age’ pianist whose music takes you away to another realm…check him out…anyway his website allows his music to be downloaded by itunes…is there some conversion software i need for such?