359. Jack Dorsey
$2.2 billion Self-made Score: * Source: twitter age: 40 residence: san francisco dropout, nyu
The tattooed entrepreneur has been CEO of popular social media firm Twitter since June 2015, his 2nd time in that job. He cofounded Twitter in 2006 and was CEO until 2008. Despite being a popular communication tool for President Trump, Twitter has yet to turn a profit and is struggling to expand its revenues. In September, it began a trial to extend the character limit of its messages from 140 to 280. Dorsey also serves as CEO of payments company Square, which he cofounded in 2009. Though Square is also posting losses, its stock has doubled in the past year.