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Hate to say it but it sort of aggravated me that at the end of the video he says "This what y'all buyin me, $300 sneakers. I stay fly from head to toe."

When I think about it, it shouldn't, he's just a businessman making money and spending it as he wants, but for some reason it was irksome... maybe because some people buy over pity and it isn't quite legal what he's doing

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Maybe you don't value $300 sneakers and see it as wasteful? I do. But, I'm sure this guy would shake his head at someone buying a $2,000 laptop (or something like that) when there is one for $1,000 that is "just as good."

I don't know. Those shoes look awfully comfortable and make him look clean. Perhaps they are a very valid business expense and well worth the money: Perhaps he did A/B tests with different shoe styles and manufactures? Perhaps the shoes are a topic of conversation during the sale that he can switch to and then back to close a deal? Perhaps if his feet don't hurt after 11h and he's able to hustle that one more hour, the shoes pay for themselves.

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