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This Fund Manager Has a Brilliant Strategy for Investing in AI Stocks

Reported by Theglobeandmail ·Opalesque
May 30, 2026· 2 min read
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Key Takeaways
  • • Bill Ackman's Pershing Square Capital manages a concentrated 10-stock portfolio with meaningful exposure to AI infrastructure, not traditional AI software plays, signaling a value-oriented approach to artificial intelligence investing.
  • • Brookfield (BN) represents 18% of Pershing Square's portfolio as of Q4, with Ackman betting on its power transmission, energy generation, and data center assets critical to AI buildout rather than pure-play AI software companies.
  • • Amazon (AMZN) comprises 14% of the portfolio after Ackman increased his position by 65% in Q4, capitalizing on AWS cloud computing services as essential infrastructure for AI startups lacking internal data center capabilities.
  • • Ackman deployed capital strategically during market dislocations, including a 65% increase to Amazon during the April 2025 tariff sell-off, demonstrating opportunistic entry timing paired with conviction-based positioning in infrastructure beneficiaries.
  • • The strategy emphasizes computing infrastructure and enabling technologies over high-growth AI software stocks, representing an "AI value investing" thesis that combines patience with concentrated bets on fundamental AI enablers.
Summary
Bill Ackman and Pershing Square Capital have adopted a distinctive approach to artificial intelligence investing that diverges from conventional high-growth tech stock purchasing. Rather than chasing the fastest-growing AI-focused companies, Ackman's strategy focuses on computing infrastructure and enabling technologies—a framework that yields what some observers characterize as "AI value investing," a combination not typically found together in portfolio construction.

Pershing Square's portfolio structure reflects significant conviction in this thesis. As of the fourth quarter, the fund held only 10 different companies, a concentrated positioning that underscores confidence in individual stock selections. This concentration has historical precedent for generating outsized returns when thesis execution proves correct. The portfolio tilts heavily toward infrastructure beneficiaries rather than pure-play artificial intelligence software developers.

Brookfield represents the largest expression of this infrastructure bet, comprising 18% of Pershing Square's portfolio. Ackman views Brookfield's diversified asset base—spanning power transmission, energy generation, and data center operations—as directly benefiting from the AI buildout's capital-intensive infrastructure requirements. Amazon constitutes the second-largest position at 14%, with Ackman viewing AWS cloud computing services as mission-critical infrastructure for AI startups and enterprises lacking internal data center capabilities. The positioning reflects recognition that most AI firms lack the resources or technical expertise to construct and operate proprietary data center infrastructure at scale.

Ackman's tactical deployment of capital reinforces this thesis-driven approach. He added to the Amazon position twice, including a 65% increase during Q4 2025, and had previously initiated a position during the April 2025 tariff-related market dislocation. This pattern of opportunistic buying during dislocations paired with conviction-based holding suggests a disciplined approach to deploying capital into secular infrastructure trends underlying the AI revolution, rather than momentum-driven stock picking. The strategy represents a calculated bet that infrastructure providers will capture disproportionate value creation during the AI buildout, relative to software application developers facing competitive pressures and commoditization risks.

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Theglobeandmail This Fund Manager Has a Brilliant Strategy for Investing in AI Stocks Opalesque This fund manager has a brilliant strategy for investing in AI stocks