I've had a '00, an '02 and currently have an '06 300 XCW. All three have been great bikes. I didn't find them hard to jet. Beginning in 2000 they started to make a number of changes, then again in '04, past that, I don't have any data on them. An '00 thru '02 would be a good choice as they are good bikes and can be had at reasonable prices. These bikes also had a bit longer stroke motor than the '06 I currently have. My '06 feels a bit lighter and revs slightly quicker than the '00 and '02 I had. I wouldn't hesitate to buy a '00 thru '02 if I found one in good shape. You get alot of bank for the buck. Good luck.
'00 FXDX SG Sport, '06 300XCW,
'07 EXC450, '01 640 Lc4E