Short answer: Nas... but only because it was Jay-Z he was up against...
long answer....
Both emcees are dissapointing to me, considering the fact that both have unbelievable amounts of potential that have only been peeked at for a few instances. Nas is on my top four list of emcees.... but at the same time, he has made some terrible songs that just make me want to reach out and slap his other tooth chipped. On Stillmatic, he has songs like Rewind, Rule, What Goes Around, and 2nd Childhood... on the other hand, he'll have cuts like Hate Me Now, that lame, terrible song with Ashanti and Ja Rule, and many other songs that just make me weep inside. He has the potential to be the street's disciple (which I hope he will be on "Street's Disciple"), and yet, his insecurity forces him to mess with many weak-hearted fools who feel his image needs a boost. Imagine if Nas had the self-confidence of Common? What if he made what his nature demanded, without regard to whether it would sell or sound weak or too sensitive or whatever... If he could be what we ALLL know he could be.
Jay-Z.... well... all I have to say is that yes, he has shown me AT TIMES that he can be prolific, but for the majority, he is lame. Yes, he is good at what he does... but what he does is pretty lame. He is the inverse of Nas..... Jay-Z is 20% to-the-core lyrical and insightful, but 80% Image-aware, arrogance, and short term. Nas is about 70% insight, thought, and contemplative lyrics, but 30% shine, lameness, and gun-smacking broads for sniffing his coke while his other broads were shining his 87" rims.....
S