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The CEO Diary with Fexingo: Leadership Lessons, Executive Decisions, and Corner Office Stories

How Brad Smith Steered Microsoft Through Antitrust and Cyber Threats

The CEO Diary with Fexingo: Leadership Lessons, Executive Decisions, and Corner Office Stories · 2026-06-12 · 4 min

Episode notes

In this episode of The CEO Diary, Lucas and Luna explore the leadership of Brad Smith, Microsoft's long-serving president and vice chair. While Satya Nadella gets credit for the company's cultural revival, Smith was the steady hand navigating antitrust battles, cybersecurity crises, and the rise of AI regulation. From Microsoft's 1990s antitrust showdown to its modern role as a trusted cloud provider, Smith's approach—combining legal acumen with a global perspective—offers lessons in corporate diplomacy. Lucas breaks down how Smith helped transform Microsoft from a government antagonist into a constructive partner, and how he handled the SolarWinds hack and regulatory scrutiny of AI. Luna challenges whether Smith's conciliatory strategy can work in today's polarized regulatory environment. The episode also touches on a donation segment where Lucas and Luna tie the value of ad-free business conversations to listener support.

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