Shaquille O'Neal is an American former basketball player who is considered one of the best basketball players of all time. He's not only a good athlete, but also a savvy businessman, investing in companies like Apple and PepsiCo. He very much understands what is worth his attention.

But to err is human and as O'Neal is human, thus he did err. In 1993, his agent Howard Shultz suggested that Shaquille O'Neal invest in a coffee company. But he has a principle to this day to invest in products he believes in, and then, he didn't drink coffee. As a matter of fact, he was convinced that "black people don't drink coffee" and opening new coffee shops in African-American communities wouldn't have worked. Now looking back, the basketball star deeply regrets his decision and the lost opportunity to have easily earned millions of dollars.