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Billionaire Bill Ackman Trimmed This Big Tech Position to Back These 2 AI Contenders

Reported by Theglobeandmail
Sep 13, 2026· 2 min read
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Key Takeaways
  • • Bill Ackman sold 25.2% of his Amazon stake (over 600,000 shares) last quarter while maintaining a $2.04 billion position, signaling a strategic reallocation toward AI-focused opportunities.
  • • Ackman increased positions in Microsoft and Meta Platforms as his primary AI bets, with combined allocation representing 22.4% of Pershing Square Capital Management's portfolio.
  • • Despite the Amazon trim, the stock remains a core holding for Ackman due to AWS cloud dominance, a path to $1 trillion in cloud revenue, and strong e-commerce and advertising businesses with accelerating growth prospects.
  • • Microsoft benefited from Ackman's increased investment, with the stock surging in late July following strong fiscal fourth-quarter earnings, though year-to-date performance remained near breakeven as of the article date.
  • • Ackman's portfolio strategy reflects a highly concentrated approach with fewer than 15 stocks, positioning mega-cap tech and AI infrastructure plays as preferred vehicles despite broad market skepticism toward non-chipmaker technology investments.
Summary
Bill Ackman, founder and CEO of Pershing Square Capital Management, executed a significant portfolio reshuffling in the most recent quarter, trimming his Amazon holding by approximately 25.2% while doubling down on artificial intelligence infrastructure through increased positions in Microsoft and Meta Platforms. The hedge fund manager sold over 600,000 Amazon shares, yet retained a substantial $2.04 billion stake, underscoring his continued confidence in the e-commerce and cloud computing giant despite the strategic reduction.

The reallocation reflects Ackman's conviction in AI-related opportunities within the megacap technology sector. Microsoft and Meta combined represent 22.4% of Pershing Square's portfolio, making them among the fund's largest positions. Microsoft's stock responded positively to this backing, soaring in late July following the company's strong fiscal fourth-quarter results, though broader market performance remained near breakeven year-to-date. This positioning suggests Ackman believes these AI contenders have been undervalued relative to chipmakers, which have dominated investor attention throughout the AI cycle.

Despite the Amazon trim, Ackman maintains a bullish long-term thesis on the company. AWS, Amazon's cloud computing division, commands the largest market share globally and management has articulated a pathway toward $1 trillion in cloud revenue. The company expects payback on its AI server and networking investments within two to three years, with potential acceleration as Amazon increasingly deploys proprietary chips. Beyond cloud infrastructure, Amazon's e-commerce business continues generating solid revenue growth with operating leverage benefits from AI and robotics investments, while its high-margin advertising business has become one of the world's largest digital ad platforms.

Ackman's investment approach centers on a highly concentrated portfolio of fewer than 15 holdings, allowing significant capital deployment into conviction positions. His strategic move away from Amazon's incremental gains toward Microsoft and Meta reflects a calculated bet that mega-cap technology platforms offer superior risk-adjusted returns in the current market environment, particularly as artificial intelligence capabilities drive enterprise value creation across cloud services, productivity software, and digital advertising platforms.

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Sources

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AlphaMaven summarised this story from the reporting below. Each link opens the original article.

Theglobeandmail Billionaire Bill Ackman Trimmed This Big Tech Position to Back These 2 AI Contenders