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Here Black is referencing the Greek myth of Icarus, who made wings out of feathers held together with wax so that he could escape from prison. However, Icarus flew too close to the sun, so the wax of his wings melted and they collapsed. Black is praying that the wings that he’s created are strong enough to carry him.

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This alludes to the saying “sleep in the bed you’ve made” meaning take responsibility for your own actions instead of blaming it on someone else. He would rather be honest with himself then to go after a dream that couldn’t happen because of a mistake he’s made in the past.

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This, and the previous line, together can mean either, a) “How do you judge someone’s behavior when the role models available to him, the people he’s supposed to emulate, are all incredibly flawed?”

or

b)“How can I possibly live up to the standards of those who’ve come before me if I’ve been handicapped, whether by society or by my available resources?”

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Truck has stern resolve like that of a poker player, perhaps developed from his upbringing in the hard conditions of the ghetto, an environment which wasn’t conducive for displaying much emotion if one is to survive. The solitaire reference indicates that he feels he must go at this life alone, until he dies.

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The shield and sword are a reference to the armor of God (Ephesians 6:13). He’s trying to deal with life without faith. The “unbeaten path” is a path still crowded with bushes, representing the tests one faces without the proper plan or backing of God. Note also the soul/sole wordplay

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“Ultramag” is likely a reference to the old-school hip hop artists the Ultramagnetic MCs, the group that gave Kool Keith his start, and also contained frequent Roots collaborator Rahzel

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Peedi Peedi was featured on “Get Busy”

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Yacht Rock was mockumentary from the early 80’s, that featured a surprising amount of young hip-hop acts

It inspired a movement centered around chilling on a yacht, wearing boat shoes, listening to Jimmy Buffett and smoking madd weed

215 is Philadelphia’s area code – home of The Roots

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Gargamel is a moniker for Jamaican artist Buju Banton, who Black is a fan of.

He also referenced Gargamel in the original “The Web.”

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Indie rock band (also a treacherous villain from Thunder Cats)

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