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'He lives in the future': Ex-SoftBank executive opens up about making deals alongside Masa

In a conversation with Moneycontrol ahead of the release of his memoir, former SoftBank executive Alok Sama talks about his days at the fabled tech conglomerate — and betting on companies such as WeWork, Paytm, Ola, OYO, Arm and Nvidia

September 20, 2024 / 13:41 IST
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Alok Sama is the former President & CFO of SoftBank Group International and author of 'The Money Trap: Grand Fortunes and Lost Illusions Inside the Tech Bubble'. Photo: Scott R. Kline Photography

Alok Sama, a veteran investment banker who was a dealmaker at SoftBank when the Japanese conglomerate used to splash tens of billions of dollars across the globe on a whim, has come out with a memoir that fills a critical "whitespace", a term venture investors often use for untapped markets.

While many books are written on startups and venture capital, it is rare to find a candid account by an insider who was a key player — and victim — of the sweepstakes of the tech world.

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The The Money Trap: Grand Fortunes and Lost Illusions Inside the Tech Bubble is an enviable rolodex of corporate elite — Silicon Valley czars and Wall Street honchos. Guest appearances by a motley cast of Mossad and MI6 agents to Bollywood and Hollywood stars enliven the tales of high-octane deal-making.

Sama reveals things that were either unknown or unconfirmed — there was a time when SoftBank doubted if Paytm could evolve into a broader finserv company and passed on the deal, Masayoshi Son’s plan to back OYO with so much money that "no one can stand" in its way and the then Sequoia chief Doug Leone telling Son that his all-in funding style won’t work.