The Hard Lesson LeBron James Learned After Turning Down the Vitamin Water Deal that Went on to Make 50 Cent $100M

In a revealing tale resurfacing on social media, the reasons behind NBA All-Star and serial entrepreneur LeBron James’ decision to pass up one of the most significant business opportunities of his career have come to light.

A 2019 book by Brian Windhorst is a study on the business acumen of James, and offers some surprising insight. It, for example, the ESPN NBA reporter records a story about how hip-hop taught the basketball champion a valuable lesson early in his career. There is a difference between endorsement and partnership.

In “LeBron James Inc.: The Making of a Billion-Dollar Athlete,” the athlete is noted to have missed a power play by not understanding that nuance and perhaps undervaluing his stock.

The Missed Vitamin Water Opportunity

Windhorst shared that in the early years of his basketball career, James was being approached by many brands seeking their endorsement. One of these brands was Vitamin Water/Glacéau. In those days, the independent start-up did not seem to be a glamorous shop to get tied into and so the coveted athlete passed.

The company still sought to have a big name signed to the drink, and after spotting their product placed in a music video with 50 Cent, the artist’s then-manager Chris Lighty parlayed the deal.

“A few months after LeBron passed, Glacéau did a major endorsement contract with the rapper Curtis Jackson, better known as 50 Cent. The company noticed Jackson drinking one of their products in a music video, and it spurred the relationship,” the author wrote.

However, he did not execute only an endorsement deal but facilitated an equity partnership for “Get Rich or Die Tryin’” recording artist that gave him his own specially created drink, Formula 50 in 2004.

Windhorst claims this was the same deal offered to James.

The Money Windfall James Missed Out On

In 2007, Coca-Cola would acquire the brand for over $4 billion, leaving the Queens native with a windfall of $100,000,000 by selling his shares. 50 Cent, the rapper who once rapped about robbing all of the biggest stars in the industry for a come-up, was now rich.

James, who was then in his early 20s and eventually starred in an ad for Vitamin Water in 2005, paid attention to this, according to Windhorst.

The author says there were several dynamics at play, one was that 50 Cent had an advantage over the young Akron superstar.

“It’s worth pointing out that 50 Cent was in a different position from LeBron. Coke and Pepsi weren’t coming after him, trying to sign him. He wasn’t turning down millions to gamble on a little engine that could,” he wrote.

Adding, “But his willingness to attach his name to the brand ended up creating an incredible payday.”

From this the author said, James, who now has a net worth of $1 billion according to Forbes, received a valuable “learning experience.”

“At the time, as a teenager, LeBron enjoyed the idea of being paid millions to be the voice of something,” he wrote. “What happened with Vitamin Water and 50 Cent would have been an interesting case study for LeBron even if the company hadn’t approached him with an offer. It was a lesson about the difference between being an employee and being an owner in a brand.”

He continued, “It showed that taking a calculated risk on a young company could pay off, especially if that company was so desperate to attach itself to LeBron’s brand power that it was willing to give up potentially valuable ownership shares.”

Despite the hard lesson learned, this has not diminished the baller’s love for the rapper. In 2022, in an exclusive VIP skybox, James was seen partying his heart out as 50 Cent performed his classic hit “In The Club” during the Super Bowl halftime show.

There should be no violins playing for James.

He eventually signed a deal with Coca-Cola and over 17 years, it is estimated that he has made about $14 million, the Sports Rush reports.

Also, he too is really rich with a business portfolio also includes a lifetime partnership with concrete profit-sharing clauses with Nike, a multi-media empire, investments in various startups, food and beverages companies, dealerships, and as a part owner of the Fenway Sports Group, he has stakes in franchises like the Boston Red Sox baseball team and the Liverpool Football Club.