Portrayed on screen by Justin Timberlake, which entrepreneur cofounded one of the most influential tech companies in history — and made nothing from it?

As co-founder of Napster, the 1990s peer-to-peer file sharing site, Sean Parker was once the music industry's Enemy No. 1. As the breakthrough (and free!) music-sharing platform spread like wildfire across college campuses and beyond, the corporate music establishment — along with Metallica, Dr. Dre, and many other mega artists — identified a common foe and banded together to destroy it (i.e. they sued Napster into bankruptcy). A decade or so later, the tables had turned: this time, it was the music industry struggling to survive as it became increasingly clear that Napster had merely been on the cutting edge of an inevitable revolution. Parker, no stranger to controversy, walked away with nothing but held onto the entrepreneurial spirit he'd had since starting out as a teenage hacker earning $80,000 per year as a high schooler. In 2004, he became Facebook's first president. Although he was forced to step down the following year in the wake of an unfortunate cocaine incident, Parker's brief tenure at Zuckerberg and Co. made him a billionaire many times over.

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