Jay is not only the epitome of the American dream, he is extremely adept at declaring it in different, innovative, and thought provoking ways. In the line you know he's saying he went from poor to something. Deductive reasoning would tell you he went from poor to rich, but it's deeper than that.
Jay went from the Marcy projects to a being a successful rapper. That could have been enough, but he was so successful that his "farewell" opus The Black Album was stripped of its music and blended in with another very successful album... The Beatles White Album. This was one of the most popular and controversial bootlegs of all time completed in just a few weeks by DJ Danger Mouse (of Gnarls Barkley fame).
One very famous picture of the Beatles happens to be of them crossing over Abbey Road...
"Son said hov how you get so fly I said from not bein afraid to fall out the sky".Besides the fact that Jay-z is a pretty fly dude with the way he dresses and everything he has but I think what he means is that he wasn't afraid to take any chances(fall out the sky).Or he could be refering to god in some way.
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