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Bill Ackman says his fund has taken a new stake in Microsoft after the company's recent share price decline; Ackman says investors underestimate Microsoft 365

Pershing Square Chief Executive Officer Bill Ackman said he's taken a new stake in Microsoft Corp. after a recent decline in the share price.

Bloomberg Amy Thomson

Context & Ripple Effects

Ackman’s new position follows a period in which Microsoft has used a major repurchase authorization and dividend increase to return capital, while its M12 venture arm was reported to have sold some portfolio-company shares at steep secondary-market discounts. The contrast underscores that the current development concerns investor assessment of Microsoft’s core business rather than a new operating transaction.

Related coverage also places Microsoft in an expanding AI push, from investment commitments alongside Amazon and Google to planned AI security products using Anthropic and OpenAI models. Ackman’s emphasis on Microsoft 365 puts its established software franchise at the center of that broader investment narrative.

First-order effects

  • Pershing Square becomes a new Microsoft shareholder after the selloff, adding a prominent value-oriented investor to the company’s holder base.
  • Ackman’s public case focuses attention on whether the market is assigning sufficient value to Microsoft 365, rather than on a newly announced change to Microsoft’s products or capital policy.

Second-order effects

  • The stake gives other investors a concrete valuation thesis to test against Microsoft’s software and AI-related execution, potentially increasing scrutiny of how the company monetizes and defends its core productivity offering.
  • Microsoft’s AI-security and cloud-gaming initiatives will be judged not only as standalone products but also by whether they reinforce the breadth and earnings durability investors ascribe to the wider platform.

Third-order effects

  • If similar investor arguments persist, large software companies’ valuations may increasingly hinge on whether AI investment is seen as extending the value of existing subscription franchises rather than merely adding infrastructure costs.
  • The episode points to a broader separation between companies with established enterprise software distribution and those whose AI spending lacks a clearly connected recurring-revenue base; that distinction remains contingent on execution.

The trend: Investor debate is shifting toward whether AI-era spending strengthens incumbent software platforms’ recurring revenue engines, especially Microsoft 365, rather than simply raising their cost base.

Discussion

  • @beuvingjordy Jordy Beuving on x
    Bill to the rescue $MSFT
  • @billackman Bill Ackman on x
    As two of the largest forces in equity markets — growing index ownership and increasing amounts of capital controlled by extremely short-term-oriented, leveraged, volatility-intolerant investors — converge, we have found occasional opportunities to acquire some of the most
  • @mgsiegler.com M.G. Siegler on bluesky
    Damnit, do I have to rethink my position from just yesterday?.. spyglass.org/inklings-goo...  [embedded post]
  • @nicbstme Nicolas Bustamante on x
    For what it's worth, I love using M365 & Copilot. Before working at Microsoft, I had the same perspective as my San Francisco startup friends, aka Copilot is a clunky, confusing product. But today I use it all the time. 1/ Copilot is everywhere. When I have a question and I'm
  • @financejack44 @financejack44 on x
    I'm not at all surprised Bill Ackman took a stake in $MSFT. Some people are mocking him for just “owning the index”, but I think that misses the point entirely. Ackman didn't just blindly buy the Mag 7, he bought them during peak fear. He bought $GOOGL during ChatGPT frenzy,