Free NewsletterPro Login

Bill Ackman Just Bought Microsoft During The AI Sell-Off

Published May 15, 2026
Share:
Summary:
  • Pershing Square built a new Microsoft position in the first quarter, with founder Bill Ackman calling it a "core holding."
  • Ackman started buying in February after Microsoft fell sharply on its fiscal Q2 earnings.
  • Microsoft is down more than 26% from its July 2025 record high, driven by fears that AI will hurt the company's software business.

Most investors are running from Microsoft's AI problem. Bill Ackman was buying.

His firm, Pershing Square, built a new Microsoft stake in the first quarter. Ackman called the price "compelling" - around 21 times next year's earnings. That is in line with the broader market. It is also well below where Microsoft has traded over the last few years.

Why Microsoft Sold Off

Microsoft has fallen more than 26% from its record high in July 2025. The drop has one source. That source is AI fear.

Investors started to worry that AI tools could eat into Microsoft's big software business. They also worry that the company's huge AI spending will not pay off the way it has been promised.

Ackman thinks the fear is overdone. He laid out his case in a Friday post ahead of Pershing Square's quarterly 13F filing. In it, he said investors are too worried about Microsoft's spot in AI and the growth at Azure, the cloud unit.

Market Briefs breaks down what big-name investors are actually buying. It's delivered every weekday morning, with a free investing masterclass when you sign up.

The Play

Ackman's case for Microsoft starts with Office. The suite is now called M365. It is built deep into how big firms run. It plugs into safety, rule-following, and login tools that customers already pay for. That makes it sticky.

Ackman also called out Copilot. That is the AI helper Microsoft is putting inside M365 with direct input from CEO Satya Nadella. His view is that Copilot will lead to better products and more customer use over time.

He did not say how much Pershing Square bought. He labeled the position a "core holding." In investor talk, that means "we plan to hold this for a long time."

The set-up is one Ackman has seen before. A high-quality firm sells off on a fear story. He buys. He waits. The fear fades.

What To Watch

Ackman compared the Microsoft trade to past Pershing Square bets on Alphabet, Amazon, and Meta. Each of those was bought during a stretch when investors were nervous about AI threats and spending.

That track record is the case for the trade. Buy a top brand. Buy it when the crowd is nervous. Hold it. Then let the business win the argument.

The Microsoft trade comes right after Ackman took two of his own vehicles public. Pershing Square USA Ltd. trades as PSUS. The firm itself, Pershing Square Inc., trades as PS. Both started to trade last month.

PSUS is around $41.68. The IPO price was $50. So the new funds have not had an easy welcome either. If Ackman is right about Microsoft, this looks like a repeat of his Alphabet trade.

Pershing Square will file the full 13F soon. That will show how big the new stake is. Until then, "core holding" is the only size clue Ackman has put on the table.

Join over 350,000 investors reading Market Briefs every morning. You also get a 45-minute investing course thrown in as a bonus.

Disclosure

Get Market Briefs delivered to your inbox every morning for free!

No fluff. No noise. No politics. Just finance news you can read in 5 minutes.

Blogs

May 5, 2026
How to Create Multiple Income Streams: A Beginner's Playbook
  • Most people rely on a single income stream from their job - which is also the most heavily taxed.
  • Multiple income streams come from a mix of cash flow, dividends, side businesses, real estate, and royalties.
  • The fastest path for most beginners is starting with one extra stream - usually dividends or a side hustle - and stacking from there.
Read More
May 5, 2026
The 60/40 Portfolio Explained: A Beginner's Guide
  • A 60/40 portfolio holds 60% in stocks and 40% in bonds (or other fixed income).
  • It's designed to balance growth from stocks with stability from bonds.
  • Your "right" mix depends on age, time horizon, income needs, and how well you sleep when markets drop.
Read More
May 5, 2026
How to Invest in Silver: A Beginner's Guide
  • Silver is both a precious metal and an industrial metal, used in solar panels, electronics, and medical tech.
  • Investors can buy silver four main ways: physical bars and coins, ETFs, mining stocks, or futures contracts.
  • Most beginners are best served by allocating a small slice of their portfolio to silver - usually between 1% and 3%.
Read More
May 1, 2026
Asset Allocation by Age: The Right Portfolio Mix at Every Stage of Life
  • Younger investors should hold mostly stocks because they have decades to recover from crashes and benefit from compounding.
  • Allocations gradually shift toward bonds and stable income as retirement approaches, but stocks remain important even past age 65 to outpace inflation.
  • Annual rebalancing is essential - it forces you to buy low and sell high while keeping your portfolio aligned with your actual life stage.
Read More
April 30, 2026
Stablecoin Explained: Why Some Cryptocurrencies Actually Aren't Volatile
  • Stablecoins are cryptocurrencies pegged to stable assets like the US dollar, giving crypto-style speed and access without the volatility of Bitcoin or Ethereum.
  • Fiat-backed stablecoins like USDC are the safest option, while algorithmic stablecoins have failed spectacularly and should generally be avoided.
  • Stablecoins fit a portfolio as cash reserves with better yields, a hedge against crypto volatility, and a fast, cheap rail for international transactions.
Read More
April 30, 2026
Buy Now, Pay Later Risks: Why This "Easy" Payment Method Is Dangerous to Your Wealth
  • Buy now, pay later services like Klarna, Affirm, and Sezzle are debt products designed to feel harmless while keeping users in a cycle of overspending.
  • BNPL exploits psychological debt blindness, triggers late fees, and damages credit scores without helping users build positive credit history.
  • Building real wealth means waiting 30 days, paying upfront when you have the cash, and avoiding systems built to extract money from your future income.
Read More
April 30, 2026
Dividend Payout Ratio: The Secret Metric That Shows If a Stock Is Safe or Risky
  • Dividend payout ratio is total dividends paid divided by net income, showing the percentage of earnings a company returns to shareholders.
  • A 20-50% payout ratio is generally safe and sustainable, while ratios above 75% often signal a dividend cut is coming.
  • High dividend yields can be warning signs, not opportunities - safety and dividend growth matter more than the headline yield number.
Read More
April 30, 2026
Ethereum for Beginners: What It Is and Why Smart Investors Are Paying Attention
  • Ethereum is a blockchain platform that runs smart contracts, while Ether (ETH) is the cryptocurrency that powers the network.
  • Use cases include decentralized finance, NFTs, gaming, supply chain tracking, and digital identity - many still experimental.
  • Most investors should treat Ethereum as a small allocation hedge using dollar-cost averaging, not a get-rich-quick lottery ticket.
Read More
April 30, 2026
Dollar Cost Averaging Strategy: How to Beat Emotion and Build Wealth Steadily
  • Dollar cost averaging means investing the same amount at regular intervals regardless of what the market is doing.
  • The strategy automatically buys more shares when prices are low and fewer when prices are high, lowering your average cost over time.
  • DCA removes emotion, eliminates the need to time the market, and turns volatility into a mathematical advantage for long-term investors.
Read More
April 30, 2026
The BRRRR Strategy: How to Build Real Estate Wealth Without Big Money Down
  • BRRRR stands for Buy, Rehab, Rent, Refinance, Repeat - a five-step framework for scaling real estate without saving for big down payments.
  • The strategy works by buying distressed properties below market value, adding value through smart renovations, and pulling out equity through refinancing.
  • Tax advantages like depreciation and mortgage interest deductions make BRRRR a powerful tool for owners willing to manage tenants and contractors.
Read More
1 2 3 20
Share via
Copy link