Even in a professional sports league known for well-dressed men, Andre Iguodala, the 6-foot-6 Golden State Warriors forward, stands out for his fashion sense. The 2015 NBA finals MVP, who once moonlit as the menswear style director for Twice, a secondhand fashion startup that was acquired by eBay, is known for his well-tailored suits. Tonight, he is wearing a double-breasted black suit by Ralph Lauren Purple Label with a slate button-up shirt and no tie. He stands at the base of the grand marble staircase in San Francisco’s City Hall and surveys the scene.
The rotunda is filled with his fellow Warriors, among them reigning two-time MVP Stephen Curry; fellow All-Stars Klay Thompson and Draymond Green; and newcomer center JaVale McGee, along with bargain pickup Zaza Pachulia. Holding plates piled with grilled lemon chicken and baby watercress salad and tequila cocktails mixed with a special habanero tincture, they’re mingling in small groups with the night’s other guests, who include some of Silicon Valley’s boldest-faced names. Salesforce CEO Marc Benioff is huddling with Curry. Now former Autodesk CEO Carl Bass is talking eagerly with Green. Elsewhere, there’s famous venture capitalist Mary Meeker and Apple Music and iTunes head of marketing Bozoma Saint John, Andreessen Horowitz partner Jeff Jordan, and others. “It’s all about connecting,” says Iguodala, the proud host. “Connecting the tech world with the tech world, and the tech world with the basketball world.”
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Andre Iguodala and Draymond Green.PHOTOS: DAMIEN MALONEY FOR FAST COMPANY
Iguodala arranged this 72-person dinner, which took place a few days before the start of the NBA season in October, with Rudy Cline-Thomas, his former financial adviser and now investing partner. Their mission: Bring players and tech executives together to develop relationships that can help the athletes make the kind of moves that solidify financial futures, while bringing their star power and influence to the Valley players. And though some of the techies in attendance seem interested in simply securing an endorsement from Warriors superstars, others recognize the deeper potential in the room. Some of the VCs are starting conversations that could lead to players making investments in portfolio companies. Ben Schwerin, Snapchat’s director of partnerships, who has architected deals with all the major sports leagues, uses the night as an opportunity to float the idea of inserting ads into players’ Snap Stories. (Iguodala, for one, is intrigued, but wonders if they would be construed as endorsements.)
The athletes, meanwhile, know exactly what they’re doing here. The event is taking place on the Warriors’s only off-day between a hectic road swing and team’s final preseason game. And yet all but one of the players have skipped their well-deserved night at home to attend. “We just got off a crazy road trip [and] we have a game tomorrow,” Curry says. “But we understand the value of being in front of a lot of powerful people.”
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Stephen Curry and several dinner guests, including Morgan Stanley managing director Owen O’Keeffe (left) and Andrew Kearns (right), the bank’s co-head of global technology banking.PHOTOS: DAMIEN MALONEY FOR FAST COMPANY
In his four years with the Warriors, Iguodala has become one of the most tech-savvy and well-connected players in the NBA, if not all of sports. (This is an athlete, after all, whose official Warriors bobblehead sports a virtual reality headset.) He’s been building a reputation as a shrewd Silicon Valley investor, getting in early on Facebook, Netflix, and Tesla stock, among others, and has built an enviable rolodex of A-list VCs, CEOs, and Valley entrepreneurs, many of whom account for the billions of dollars in total net worth sitting courtside at every sold-out Warriors game. He’s been a featured panelist at TechCrunch Disrupt and a headliner at a recent LinkedIn speaker series. More recently, with Cline-Thomas, Iguodala has been developing a diverse portfolio of investments that include fitness and sleep technologies, fintech, and consumer products. His many moves have been geared toward setting himself up to be a Silicon Valley player in the final years of his NBA career, while ensuring he holds onto the $118 million he’s made since entering the league out of the University of Arizona as a first-round draft pick in 2004.
Iguodala isn’t the only athlete diving into technology investing. Kobe Bryant recently launched a $100 million venture fund focused on media, tech, and data companies. Hall of Fame quarterback Steve Young is a Silicon Valley VC. Teammate Curry is a cofounder of a social media startup called Slyce, and Kevin Durant, who joined the Warriors this season, has put money into the micro-investing app Acorns and the food-delivery service Postmates. But there is no one else who’s putting so much energy into both investing for his own future and educating his fellow ballers to do the same.
Iguodala and Cline-Thomas’s City Hall mixer was only one piece of their larger effort to give players more agency in determining their fortunes beyond basketball, while helping them avoid the riches-to-rags trap that has ensnared other players. They are all too aware of stories like those of Antoine Walker, who filed for bankruptcy in 2015 despite more than $100 million in career salary, and Gilbert Arenas, who squandered $160 million in NBA earnings, plus tens of millions more in endorsements.
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Iguodala on the court. PHOTO: DANIEL TERDIMAN
In the past, the relationship between players and companies was fairly simple: Athletes got paid handsomely to endorse brands or products such as shoes, beverages, and cars. These days, the endorsement game is still important, but rise of entrepreneurship—especially in a place like Silicon Valley—presents new opportunities. Players who are willing to take some risk by accepting equity in exchange for endorsement or other involvement in a company can make far more than they would with the traditional cash-for-service arrangement of previous generations of athletes. “Not that there aren’t valuable dollars for [cash-for-endorsement] opportunities,” says David Abrutyn, a partner at Bruin Sports Capital, a global sports investment firm, “but you can get a multiple of those dollars if you are savvy enough and have the ability to identify companies [where] you’re willing to forego cash for equity.”
And it’s not just endorsements. With today’s outsized salaries, players can also become powerful investors, provided they have the right connections. Iguodala is the standard bearer for what David Carter, the executive director of USC’s Sports Business Institute, calls the “third phase” of player-company relationships, in which highly paid athletes take an active role in their portfolios and invest directly in companies.
Iguodala wants to help his fellow athletes take their own first steps in this direction—which begins with recognizing the opportunity before it’s too late. “[NBA players] are really hot right now. People know our faces now, and our names are recognizable,” he says. “But it isn’t always going to be that way.” Before that popularity and power dissipates, Iguodala wants to help his fellow players, “create these relationships, build these networks and develop them, and create marketing opportunities [for ourselves].”
That means, as Iguodala puts it, that players must think of themselves as businessmen even before they retire. And he’s going to help them.
THE EDUCATION OF ANDRE
Immediately after almost every Warriors’ victory, Comcast SportsNet sideline reporter Ros Gold-Onwude pulls aside one of the game’s best-performing players for a short interview. In mid-November, inside Toronto’s Air Canada Centre, where the title-favorite Warriors have just dispatched the hometown Raptors, Iguodala is the man on the spot.
Though the 33-year-old is a former All-Star, his stats are declining, and this is his first Gold-Onwude interview of the season. The two have a good relationship, so after some preliminaries, she asks if he was upset it has taken her 11 games to get to him. “Naw, I just figured out you gotta make shots to get interviewed,” Iguodala says. “So I’m going to work on that.”
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When Costolo was recently raising money for his new social fitness startup, Chorus, he approached Iguodala and Cline-Thomas. It wasn’t just Iguodala’s celebrity or money that he wanted to leverage. Costolo, who had seen that Iguodala “understands the importance of a holistic approach to wellness,” wanted the player’s perspective on the venture. Over dinner, the three discussed a potential investment. “They probably asked me more questions—more pointed questions and more detailed questions—than anybody else I pitched,” recalls Costolo. Iguodala and Cline-Thomas became some of Chorus’s earliest investors.
“They’re approaching it sort of as students of the game,” says Richard Smith, a former business development executive at First Round Capital who’s now at LinkedIn, and who’s helped Iguodala and Cline-Thomas with various initiatives. “They’re putting in the time to learn the industry that they’re passionate about, and picking the places that it makes sense for them to dive deeper into.” Other investments they’ve made include TruMid, a George Soros-backed electronic trading platform that recently surpassed $1 billion in total trades; the sleep-tech companies Hello and Thrive Global; Walker & Company, which makes health and beauty products aimed at people of color; and The Players Tribune, Derek Jeter’s athlete-focused media company.
Iguodala likely has a few years left in the NBA. Once his playing days are over, though, he plans to ramp up his investing and advising of portfolio companies, even as he increases the amount of energy he puts into educating athletes and bridging the gap between sports and technology. All of that is why, on his LinkedIn profile, Iguodala identifies himself first as an entrepreneur and venture capitalist, and only then as an NBA player.
FROM STUDENT TO TEACHER
Last summer, about 20 current and former NBA players descended on San Francisco’s St. Regis hotel for the National Basketball Players Association’s (NBPA) first Technology Summit. Iguodala, an NBPA vice president, and Cline-Thomas had worked closely with the association’s then executive director, Roger Mason, to create the event, a three-day series of educational discussions and meetings with venture capitalists, tech executives, and entrepreneurs.
Some of the players who came already had their own businesses; others had tried and failed—and wanted to know why. Over the three days, they sat through discussions on topics like “working with founders and early-stage companies” and “understanding the technology and VC landscape.” Speakers included representatives from top-tier VCs like Andreessen Horowitz and Khosla Ventures, as well as tech companies like Twitter, Under Armour, Halo Neuroscience, and others.
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Source: FastCompany