Drake has the chance of going down as a joke.

Regardless of how popular you become, if someone pulls your card and you can't answer back...you can wind up as a joke in the blink of an eye and Drake can easily go that route.

But he might not. He may have a few more successful albums and hip-hop writers may just start throwing him in that conversation. He still will not be able to be as big as someone like Kanye though because Drake will never get love from the true hip-heads and that, regardless of what you think, does play into the argument. All of the greats have been able to have success while maintaining their credibility and I'm not so sure Drake has done that or will be able to do that.

Lupe on the other hand walks the line of losing both his mainstream success and his credibility. So he could go either way as well. If he would drop 2 more critically acclaimed albums then I would say that he has a chance to work his way into the top 50 or so but that's a long list so who knows.