While his tennis aspirations didn't unfold, he's seen tremendous success in the business world: Since dropping out of school at age 16 to start his first business, Branson has overseen hundreds of companies and accumulated a fortune of approximately $5 billion.
Part of that success can be credited to the game of tennis, a sport that parallels the life of an entrepreneur, the Virgin Group founder wrote this year in a LinkedIn post, "Why Athletes Make Great Entrepreneurs."
"A lot of things learned through sport are transferable into other aspects of life. I certainly found that the skills I've acquired playing tennis have been beneficial to my business career," said Branson, who hosts an exclusive pro-am tennis tournament on his private island annually.
The billionaire may be on to something. Studies have shown that playing sports early in life is correlated with greater success in business, since competitive sports can teach discipline, teamwork and leadership skills.