Henry Hitchings

The rollercoaster ride of the world’s most reckless investor

The Korean-born Masayoshi Son – who lost $58.6 billion in 2000 – has a fascination with Napoleon, compares himself to Genghis Khan and is now reinventing himself as a futurist

Masayoshi Son. [Getty Images] 
issue 19 October 2024

For a few days in February 2000, Masayoshi Son was the richest person in the world. A risk-taker and showman, universally known as Masa, he had long been disdainful of Japan’s staid ‘salaryman’ business culture and was riding the wave of dot-com mania. His company SoftBank, founded in 1981, had bet big on the growth of online shopping. The bullish mood didn’t last, and Masa slunk away from the limelight – but only for a while. A techno-optimist, the now 67-year-old has repeatedly reinvented himself, urging doubters to see beyond the immediate: ‘You’re limiting your field of vision to 30 years… Start bold and think 300 years ahead.’

Masa’s greatest coup was with Alibaba, turning $20 million into more than $100 billion

According to Lionel Barber, who for 15 years edited the Financial Times, Masa is ‘probably the most powerful mogul of the 21st century who is not a household name’. At once a master of consumer psychology and a ‘trickster’ with a fondness for short cuts, Masa has proved a central character in an age of ‘hyper-globalisation’ that has seen money and ideas flow freely across the world.

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