Jack Dorsey – $11.7 Billion

When Jack Dorsey founded Twitter with three other people, he became a magnate worth $11.7 Billion. But maintaining his Richie Rich status has proven to be more overwhelming than the entrepreneur anticipated.

Nonetheless, Jack has been putting in hours, making risky yet rewarding investments and ensuring that he remains one of the world’s wealthiest people. One of the businessman’s major investments has been Square, a payment company he founded a while back. It’s safe to say that nearly all of Dorsey’s undertakings have been profitable, and it will be a long time before the savvy entrepreneur loses his billionaire status.