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Gambling Man

The Wild Ride of Japan’s Masayoshi Son

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Gambling Man

By: Lionel Barber
Narrated by: Lionel Barber
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About this listen

Brought to you by Penguin.

Gambling Man is the biography of one of the world’s least known but most consequential investors.
Japan’s Masayoshi Son has made and lost several fortunes, investing or controlling assets worth $1 trillion in the past two decades through his media-tech giant, SoftBank. He bankrolled Alibaba, China’s internet colossus, before the world had heard about it; plotted with Steve Jobs to turn the iPhone into a wonder product; and financed hundreds of tech start-ups, fuelling the biggest boom Silicon Valley has ever seen.
This book takes you on Son’s wild ride, from his birthplace in a Korean slum in post-war Japan to the modern-day temples of power. It speeds through Donald Trump’s golden skyscraper in Manhattan, the royal palaces of Riyadh and the throne rooms of China’s Marxist rulers; all places where Son has deployed his unique blend of financial engineering and crazy risk-taking.
Son’s story captures a 25 year-span of hyper-globalisation in which money, technologies and ideas flowed freely. From the launch of the microchip to the advent of artificial intelligence, he has ridden the technological wave which has created extraordinary wealth and economic change. His topsy-turvy business career is testimony to the power of optimism, daring to dream, ever in search of the Next Big Thing.
As an ethnic Korean in Japan, Son has overcome adversity and discrimination to become Japan’s best-known businessman and empire-builder but he remains an elusive, intensely private figure. This book, by a former editor of the Financial Times, contains a wealth of new information and has had the co-operation of many of the key participants, including Son himself. Written with a verve appropriate to its subject, Gambling Man reveals the man behind the money, what drives him, why he matters, and what he plans for his next act.


©2024 Lionel Barber (P)2024 Penguin Audio
Business Economics International Investing & Trading Professionals & Academics Inspiring Investing Money Stock China Royalty

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If you are like me and enjoy the “fly on the wall” perspective of things that you’ll never get to see, this is for you. An elegantly written timeline of one of Japan’s most iconic figures, who has had an outsized influence on the tech world. Given his access and credentials, this was a memoir fit for one man to write, so that it wouldn’t be a hack job nor a puff piece. That man is Lionel Barber, and he delivered the goods. 9.5/10

Great gift idea for Christmas / Birthday

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If you have ever wondered what it looks like to bet the GDP of a small nation on a single gut feeling, Lionel Barber’s Gambling Man is the essential guidebook. This audiobook is a gripping listen that pulls back the curtain on Masayoshi Son, a man who does not just move markets—he practically hallucinates them into existence.

​Barber, with his sharp journalistic flair, paints a vivid and sympathetic portrait of "Masa," the Korean-Japanese outsider who defied Tokyo’s rigid corporate hierarchy to build the SoftBank empire.

The narrative is electric, capturing the sheer adrenaline of Son’s high-stakes world. It is absolutely fascinating to hear the inner dealings of how he courted Saudi royalty, securing the colossal "oil money" that fuelled the $100 billion Vision Fund. This section was a particular highlight for me; the collision of Silicon Valley’s utopian idealism with the sheer brute force of sovereign wealth created a fascinating, if sometimes terrifying, distortion in the global economy.

​The narration really drives home the drama of these deals—from the dizzying heights of the historic Alibaba windfall to the chaotic, public spiral of WeWork. You get a visceral sense of the "chaos" Son unleashed, disrupting industries with a chequebook the size of a telephone directory. Barber masterfully explores how Son, often cited as one of the luckiest men alive after surviving the dot-com crash that wiped out 99% of his wealth, remains undeterred. His relentless dreams of taking over the global market through the "Singularity" and AI are painted not just as business strategy, but as a near-religious crusade.

​For anyone curious about the fragile nature of immense wealth and the mechanics of modern power, this audiobook is impossible to put down. It is a wild, cautionary, and thoroughly entertaining ride through the mind of the ultimate gambler.

A Rollercoaster of Cash and Chaos – Gambling Man by Lionel Barber

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Very well researched and written, not over technical. Excellent insight into, and history of, SoftBank. Recommended.

Surprisingly Good

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This is truly unbelievable story. Masayoshi Son is someone that you have to admire, respect but is also brash, arrogant and I imagine is imposible to be around.
The story follows Masayoshi Son through his life so it is a rollercoaster ride of a read.
Would recommend it to anyone that likes story’s about buisness, I couldn’t put it down.

Respect the mad man.

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What a ride. What a truly autonomous actor. Awful loss in WeWork…Invest in AI baby!

Changed the world

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