How Masayoshi Son Built SoftBank on the Go Big or Go Home...

What this episode covers

In this episode of The CEO Diary, Lucas and Luna break down Masayoshi Son's leadership at SoftBank — specifically the bet on Alibaba that made him a billionaire and the Vision Fund's high-stakes strategy. They explore how Son's willingness to write massive checks and accept extreme volatility shaped SoftBank's rise and occasional stumbles. With specific numbers on the Alibaba return and the WeWork fallout, they ask: is Son a visionary or a gambler? Plus, a conversation on what founders can learn from his conviction-heavy decision-making. Tune in for a deep dive on one of tech's most polarizing CEOs. #MasayoshiSon #SoftBank #VisionFund #Alibaba #WeWork #VentureCapital #CEOLeadership #BoldBets #JackMa #TechInvesting #BusinessStrategy #TheCEODiary #FexingoBusiness #BusinessPodcast #LeadershipLessons #HighRiskHighReward #SonStyle #FounderMindset Keep every episode free: buymeacoffee.com/fexingo

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Frequently Asked Questions

How long is this episode of The CEO Diary with Fexingo: Leadership Lessons, Executive Decisions, and Corner Office Stories?

This episode is 10 minutes long.

When was this The CEO Diary with Fexingo: Leadership Lessons, Executive Decisions, and Corner Office Stories episode published?

This episode was published on May 29, 2026.

What is this episode about?

In this episode of The CEO Diary, Lucas and Luna break down Masayoshi Son's leadership at SoftBank — specifically the bet on Alibaba that made him a billionaire and the Vision Fund's high-stakes strategy. They explore how Son's willingness to write...

Can I download this The CEO Diary with Fexingo: Leadership Lessons, Executive Decisions, and Corner Office Stories episode?

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