- The ending of "Jimmy Iovine"!
- You see I studied artThe greats weren't great because at birth they could paintThe greats were great cause they paint a lotI will not be a statistic, just let me beNo child left behind, that's the American schemeI make my living off of wordsAnd do what I love for workAnd got around 980 on my SATsTake that systemWhat did you expectGeneration of kids choosing love over a deskPut those hours in and look at what you getNothing that you can hold but everything that it is"Ten Thousand Hours"
- Being the first independent artist in over twenty years to lead the pop charts.
- And the first rapper to take the Hottest 100.
- "Thrift Shop", when he calls out people who pay 50 dollars on a t-shirt.Limited edition, let's do some simple additionFifty dollars for a T-shirt - that's just some ignorant bitch shitI call that getting swindled and pimped (shit!)I call that getting tricked by a business
- Winning four awards at the 2014 Grammys.
- Particularly amazing is that he beat out good kid, m.A.A.d city and Yeezus, two critically acclaimed rap albums from established artists with major label backing.
- Double subverted when many were upset that Kendrick lost, citing that he legitimately had the best album of the year and was robbed. Macklemore legitimately agreed and apologized to Kendrick publicly, saying that good kid, m.A.A.d city was the album that should have won and that he was planning to say that in his acceptance speech before he got cut off by the music. In a hip-hop business of egos and divas, Macklemore's humility speaks volumes.
- "Same Love": A blatant, in-your-face Author Tract about equality, and acceptance and at the same time, a damn awesome song!
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