Known for his hipster shoe collection, which billionaire founder almost quit the tech world early in his career to become a fashion designer or massage therapist?

Twitter and Square's cofounder is seen as something of an iconoclast in Silicon Valley, due to his management approach as well as his fashion-forward style and haute-bohemian pursuits. In addition to his interest in massage and meditation, Dorsey sports a nose ring, dates models, and hobnobs with pals like Beyonce and Jay-Z.

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