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Ackman buys Microsoft (MSFT) after selloff, cites AI value

Bill Ackman said Pershing Square built a new Microsoft stake after the stock's retreat, arguing Azure, Office and the company's AI strategy justify a more compelling entry point.

By Avery Lin4 min read
Microsoft logo displayed over a booth at Web Summit in Vancouver

Microsoft (MSFT) rose 4.3 per cent on Thursday after Bill Ackman said Pershing Square had built a new stake in the software group. The fund bought into the selloff because the shares were changing hands at about 21 times forward earnings — a multiple Ackman called compelling for Azure, Office and the company’s widening AI push.

Reuters reported that Pershing funded part of the trade by exiting Alphabet, which made the position more than a routine tech add. It was a relative bet: Microsoft’s mix of cloud, productivity software and enterprise contracts, Ackman argued, offers a steadier way to own the AI trade after a punishing first quarter for large-cap growth. The disclosure hands the market an early read on how a prominent activist is approaching the latest repricing in AI-linked equities.

Ackman led with the numbers. He wrote that Pershing “was able to establish our position at a valuation of 21 times forward earnings, broadly in line with the market multiple and well below Microsoft’s trading average over the last few years,” according to CNBC’s account of the disclosure. The stock had already absorbed a sizable repricing by the time Pershing stepped in. CNBC pegged the decline at 26 per cent from the July 2025 record high; Reuters put the year-to-date drop at roughly 15 per cent. For a name that had become shorthand for enterprise AI optimism, that was enough to pull traditional valuation buyers back in.

Ackman also framed the stake as a bet on how chief executive Satya Nadella is positioning Microsoft for the next leg of AI adoption. He told Reuters the company’s move to reshape its OpenAI partnership should be read as a deliberate pivot toward a more open, multi-model architecture for customers, not a concession. He coupled that with support for the planned $190 billion in 2026 spending, arguing that heavy capex on data centres and AI capacity still makes sense if it deepens Microsoft’s hold on enterprise workloads. The selloff had priced in a more sceptical take.

Why the dip mattered

The debate around mega-cap tech this year distils to one question: can the companies winning the AI arms race keep converting investment into earnings?

Microsoft’s financial profile has given bulls more to work with than most. Azure demand runs alongside Office subscriptions, security revenue and a balance sheet that absorbs large capex plans without strain. But the share decline made plain that investors were no longer willing to pay any price for those attributes. Ackman appears to have judged the pullback as the moment Microsoft’s recurring cash flows began to outweigh the market’s shorter-term worries about spending discipline, model competition and whether AI demand would hold.

The sell-side saw a similar opening. Matt Britzman, senior equity analyst at Hargreaves Lansdown, told Reuters that “Ackman’s stake aligns with our view that Microsoft has scope to re-rate from current levels.” Britzman was not arguing Microsoft had turned cheap. His point was narrower: after the retreat, the stock could reclaim a premium if cloud and AI execution stayed intact. Narrower than the bull case the market was trading last summer. Also more plausible.

Selling Alphabet to help fund the purchase sharpens the signal. Pershing was rotating, not just adding — moving toward a company Ackman believes bundles AI upside, enterprise stickiness and earnings visibility more cleanly. In a market where investors are sorting winners from passengers inside the mega-cap group, that distinction carries weight. Cloud platforms with long contract tails can shrug off ad-market volatility. Consumer-linked tech cannot. Ackman’s trade, as Reuters and CNBC described it, is a bet Microsoft sits on the safer side of that line.

The real question now is not that a hedge fund added Microsoft. It is whether the company can validate the thesis quickly. Investors will watch Azure growth, Copilot adoption and the broader AI product set for signs they continue to support earnings even while spending stays elevated. Nadella will need to show that opening the AI architecture does not weaken customer relationships. For Thursday, however, the market’s reaction was enough of an answer. Ackman’s disclosure made investors look again at a stock whose selloff had created, at the very least, a more arguable entry point.

AlphabetAzureBill AckmanCopilotHargreaves LansdownMatt BritzmanMicrosoftOpenAIPershing SquareSatya Nadella

Avery Lin

Markets editor covering US equities, single-name stocks and quarterly earnings. Reports from New York.

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