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Legendary value investor Bill Ackman just bought 5.7m shares in this well-known tech company

Reported by Twelfthmagpie
May 19, 2026· 2 min read
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Key Takeaways
  • • Bill Ackman's Pershing Square purchased 5.7 million shares of Microsoft (NASDAQ: MSFT) in Q1 2026, a new position valued at approximately $2.4 billion at the $424 share price disclosed in the filing.
  • • Microsoft represented approximately 15% of Ackman's US equity holdings at the end of Q1 2026, reflecting a significant concentration in the position.
  • • The investment aligns with Ackman's value investing thesis: Microsoft trades at a forward P/E ratio of 22, reflecting market skepticism about software companies amid AI disruption concerns, despite the company's 50-year operational track record and strategic OpenAI partnership.
  • • Ackman's historical investment successes include Alphabet, Amazon, and Chipotle Mexican Grill, establishing a pattern of identifying quality companies trading at discount valuations during periods of sector pessimism.
Summary
Bill Ackman's Pershing Square disclosed in its Q1 2026 13F regulatory filing that the hedge fund manager made a significant new investment in Microsoft, acquiring 5.7 million shares during the first quarter. Based on current market pricing of $424 per share, this position carries a valuation of approximately $2.4 billion and constitutes roughly 15% of the fund's US equity holdings as of quarter-end.

The Microsoft investment exemplifies Ackman's established investment methodology of acquiring high-quality businesses during periods when market sentiment has turned negative. The primary driver of current market skepticism around software companies, including Microsoft, stems from widespread concerns that artificial intelligence may disrupt or render traditional software obsolete. This sentiment has compressed Microsoft's forward price-to-earnings ratio to 22x, substantially below historical averages for a company of comparable quality and market position.

Ackman's confidence in Microsoft appears grounded in several structural advantages. The company has demonstrated an exceptional ability to navigate transformative shifts in the technology landscape over its 51-year operating history since its 1975 founding. More immediately, Microsoft's strategic partnership with OpenAI positions the company to capitalize on generative AI deployment, while its diversified business segments—including cloud computing through Azure and growing semiconductor capabilities—provide multiple paths for value creation independent of legacy software revenues.

The timing and scale of this investment align with Ackman's track record of identifying value opportunities when broader market sentiment turns pessimistic. Previous successful positions in Alphabet, Amazon, and Chipotle Mexican Grill followed similar patterns of contrarian positioning in quality assets during periods of sector-wide concern. The Microsoft acquisition suggests Ackman views current software sector valuations as reflecting excessive pessimism relative to the company's competitive position and financial resilience.

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Twelfthmagpie Legendary value investor Bill Ackman just bought 5.7m shares in this well-known tech company