3. 50 Cent Acquires a Stake in Vitaminwater (2007; $4.1 Billion)
Around 2003, 50 dominated the airwaves and had pretty much taken over the industry with his endorsement deals. Yet there was one business move that separated him from the rest: his deal with Glaceau, the company behind Vitaminwater. It wasn't just his signature Formula 50 drink that made this unique; 50 actually received a stake in the company. Whereas the other ventures were companies using his G-Unit name to sell products and paying him a hefty sum, with Vitaminwater 50 actually had equity in the company. That percentage would eventually pay off somewhere between $60-$100 million for Fif when Coca-Cola bought Glaceau for over $4 billion.