Shaquille O'Neal and Michael Jordan, two legendary basketball players, have both turned their eyes toward the investment firm Courtside Ventures. But who got there first? Surprisingly, it was Shaq, who used the business strategies of his former rival, Michael Jordan. Courtside Ventures, known for its unique sports portfolio, has attracted big names like NFL receiver Larry Fitzgerald, hockey pro Jacob Trouba, and of course, Shaquille O'Neal in their third seed round in 2023. This firm, founded by Deepen Parikh and Vasu Kulkarni, has a portfolio valued at $200 million as of their fourth round. Michael Jordan, on the other hand, joined the investment race a bit later, showing his interest in the venture capital firm.

Shaq's business journey started with guidance from another legend, Magic Johnson. Magic advised the young Shaq to think beyond basketball and start owning things. This advice led Shaq to invest in the early stages of Google in the late '90s, earning him a significant return. However, Shaq missed out on an opportunity to invest in Starbucks, a regret he still carries today. Despite that, Shaq has diversified his investments, from 24 Hour Fitness to Krispy Kreme and even his own fast-casual dining franchise, Big Chicken Shaq.

The big man has also followed in Magic's footsteps by aspiring to own an NBA team someday. Unlike Jordan, who is known for his camera shyness, Shaq has embraced various endorsements and entertainment deals. He has even teamed up with Magic in commercials to give financial advice to the younger generation.

In the realm of sports shoes, Shaq initially signed with Reebok instead of Nike, creating his Dunkman logo and releasing successful shoe lines. He later returned to Reebok to help revitalize the brand. Jordan, meanwhile, stayed loyal to Nike, growing the Jordan Brand into a global phenomenon.

Thanks to the guidance from Magic and the blueprint provided by Jordan, Shaq has amassed a net worth of $500 million. He hopes to join his inspirations on the Forbes list soon.

Sports Legends Race to Invest in Courtside Ventures

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