The Corporate Skateboarder – 1982
Among the more recent vintage photos on this list, this image demonstrates that staying true to oneself is possible even in the corporate world. Although skateboarding originated in the 1940s, it took a few more decades to gain widespread popularity.
By the time this photo was taken, skateboarding culture was already thriving. We can imagine this guy stashing his shoes in his briefcase before hopping on his board, bringing a touch of his unique personality to the workplace.
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