Masayoshi Son isn’t known for half measures. The SoftBank founder’s career has been studded with brow-raising bets, each one seemingly more outrageous than the last. His latest move is to cash out his entire $5.8 billion NVIDIA stake to go all-in on AI, and while it surprised the business world on Tuesday, it maybe should not. At this point, it’s almost more surprising when the 68-year-old Son doesn’t push his chips to the center of the table.

Consider that during the late 1990s dot-com bubble, Son’s net worth soared to approximately $78 billion by February 2000, briefly making him the richest person in the world. Then came the ugly dot-com implosion months later. He lost $70 billion personally – which, at the time, was the largest financial loss by any individual in history — as SoftBank

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