In college, Spencer Haywood was one of the most formidable players around. He averaged 32.1 points and 21.5 rebounds during his sophomore season at the University of Detroit Mercy. That season was ultimately his last in college, as he joined the Denver Rockets of the American Basketball Association.
Haywood's strong play continued for the Rockets – he posted averages of 30 points and 19.5 rebounds. After the season, he signed with the Seattle Supersonics and sued the NBA so he could play in the league. At the time, league rules prevented a player from entering the NBA before his college class graduated.
On top of his early-career success, Haywood also won an Olympic gold medal in 1968. Seeing an opportunity, Nike, then a new, upstart company, approached Haywood. The company wanted Haywood to be a spokesperson for its shoes and offered him a creative offer: $100,000 upfront or a 10 percent stake in the company.

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At the time, Nike was still a relative unknown. In fact, the company only recently changed its name to Nike. It was formerly Blue Ribbon Sports for seven years, rebranding as Nike in 1971, just months before the company approached Haywood.
Because of those factors, Haywood's agent strongly encouraged him to take the $100,000. Haywood received an immediate windfall of cash, but… well, obviously, hindsight is 20/20. If Haywood had taken the 10 percent stake and still held his investment today, it would be worth $12 billion.
Haywood still had a long, productive career, averaging a double-double (20.3 points and 10.3 rebounds per game) over 844 games. He also won a championship in 1980 with the Los Angeles Lakers and was inducted into the NBA Hall of Fame in 2015.
Interestingly enough, his contract with Seattle – a six-year, $1.5 million deal – was also made in $100,000 payments. The Supersonics spread those payments out over 15 years.
Though Haywood made millions in the NBA, it's tough to think about what he ultimately gave up.
Read more: An NBA Hall-of-Famer Could Have Owned $12 Billion Worth Of Nike… He Chose $100K