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Masayoshi Son has been right twice in a way that changed the world and he is making the same call again (Save this).

Milk Road AI Twitter · Milk Road AI (@MilkRoadAI) · 2026-06-04

Milk Road AI argues that Masayoshi Son's history of transformative contrarian bets — turning $20 million into $130 billion on Alibaba and correctly revaluing ARM before its semiconductor dominance — validates confidence in his current large AI investment thesis.

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Topics: venture-capitalai-investmentsoftbankmasayoshi-son

Claims

  • Masayoshi Son's $20 million Alibaba investment in 2000 grew to $130 billion.
  • Son acquired ARM in 2016 for $32 billion when the broader market undervalued it as merely a smartphone chip business.
  • Son is currently making a similarly large contrarian bet on AI that the author believes will produce comparable world-changing returns.

Key quotes

Masayoshi Son has been right twice in a way that changed the world and he is making the same call again (Save this).
ARM, bought for $32 billion in 2016 when the market thought it was a smartphone chip business