Mark Cuban made his first millions from the 1990 sale of a software company he founded, MicroSolutions. He made his first billions nearly a decade later, from the sale of Broadcast.com, the ancestor of modern streaming, to Yahoo! This, he says, was when he stopped thinking of wealth as a scoreboard, like some guys—“primarily guys”—and began thinking of its impact on society. (That’s also when he bought the first of his two private jets.) Since then, he’s invested in hundreds of businesses and products, sometimes deciding to do so in real time on Shark Tank. Though the products on the show are occasionally frivolous, he has become a beacon of American ingenuity. His involvement is not charity, however. He is pragmatic and shrewd in his investments.

The same is true of Mark Cuban Cost Plus Drug Company, which he cofounded with a radiologist named Alex Oshmyansky and launched in January 2022. Cost Plus Drugs is an online pharmacy through which the two men are trying to make affordable pharmaceuticals more accessible for those who are underinsured or uninsured or who have high deductibles. Cuban believes it could be his most impactful undertaking.