Money Week

Feared dealmaker plots his next move

Michael Rubin discovered a talent for wheeling and dealing as a teenager and now sits on a $31bn sports merchandis­ing empire. He has his eye on new opportunit­ies. Jane Lewis reports

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Billionair­e Michael Rubin is best known outside the business world for hosting an annual July Fourth party at his $50m estate in the Hamptons, with a celebrity guest list that has made it the hottest event of the summer. Last year, Vanity Fair dubbed him “this generation’s Gatsby”.

Much of the mystique surroundin­g the fictional Jay

Gatsby relates to the unknown origins of his fortune – author

F. Scott Fitzgerald hinted it came from illegal activities such as bootleggin­g during Prohibitio­n. No such mystery surrounds Rubin, 51, whose privately held sports merchandis­ing empire, Fanatics, is now valued at roughly $31bn, says Bloomberg Businesswe­ek. Nonetheles­s, this “aggressive entreprene­ur” has been dubbed “the most feared dealmaker of his generation”.

With good reason. Rubin’s path to huge wealth has been studded with “hijacked” contracts, “scuttled” public offerings and “stealth acquisitio­ns”. Thwarted opponents include Michael Eisner, the former Disney boss who was himself considered “one of the most feared executives ever to enter a boardroom”. Given Rubin’s reputation, it’s little wonder rappers such as Drake, Meek and Lil Baby consider him their “favourite billionair­e”, says Vanity Fair.

In the years since they met, Rubin has come to see former jailbird Lil Baby as a brother. “I always say if I grew up how he grew up, I would have been the biggest drug dealer on the planet.”

His own background was rather more cushioned. Born in 1972 and raised in

Lafayette Hill, Pennsylvan­ia, young Mike “took to making money at an early age”, noted Forbes in 2006. As an enterprisi­ng 13-year-old with a love of skiing, he “transforme­d his parents’ home into a shop for tuning skis” and was soon selling gear out of the basement on a consignmen­t basis for retailers looking to offload merchandis­e.

Rubin swiftly graduated to opening his own ski shop. By the age of 16, he was some $120,000 in debt but, thanks to some clever wheeler-dealing, grew the business into five shops by the time most kids were going to college. When the 1990s internet boom struck, he was “ready with a business model”. His venture, GSI Commerce, ran online stores for bricks-and-mortar retailers so successful­ly that, in 1999, he raised $175m from backers including Softbank, QVC and Comcast, later floating the company, worth $470m in 2006, on Nasdaq. “Heavyweigh­t” clients included Adidas, Radio Shack and Toys R Us.

Power plays

In 2011, Rubin bought Fanatics, a Florida sports retailer, and merged it with GSI. Within months, he sold the whole caboodle to eBay for $2.4bn. The latter was only interested in the fulfilment side, enabling Rubin to buy back GSI’s consumer businesses, including Fanatics, at a fire-sale price. The stage for his new empire was set. Rubin expanded Fanatics into “a merch behemoth”, signing long-running agreements with the biggest leagues in US sport, including the NFL, baseball and basketball, and sportswear giants such as Nike, says Bloomberg.

Restless, predatory, with a constant eye for new opportunit­ies, he gatecrashe­d the pandemic boom in the “hot new asset class” of sports collectabl­es such as trading cards – muscling in on valuable contracts owned by competitor­s such as Eisner’s Topps (consequent­ly forced to abandon its IPO) and the Italian sports memorabili­a empire, Panini.

When the enraged Italians filed an antitrust suit, Rubin counter sued. His plan now is to build Fanatics, whose privateequ­ity investors include Blackstone, Silver Lake and Fidelity, into a threestran­ded empire, straddling merchandis­e, collectabl­es and sports betting. “Nothing but power plays. Chess moves,” says the rapper Quavo. “He straight like a game of chess, man. He do ’em right.”

“If I grew up how he grew up, I would have been the biggest drug dealer on the planet”

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