Between inventing tricks and revolutionizing skate shoes, Steve Caballero has helped progress the world of skateboarding into what it has become today -- who better to do a My Five with, right? Caballero speaks to his roots when he references his first setup -- complete with steel wheels -- his inspiration in skateboarding and what his favorite out-of-commission skatepark he wishes he could resurrect.
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Music: Ian Bel -- "Workaholic"
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