One Reason I Can’t Stop Buying Microsoft Stock

I keep hitting the buy button on Microsoft (NASDAQ:MSFT | MSFT Price Prediction) because the stock has gotten cheaper while the business has gotten stronger. The shares are down 13.06% year to date and down 7.24% over the past year,…

Published May 29, 2026, 1:37pm ET · 3 min read

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A modern glass building displaying the Microsoft logo and company name. The logo is composed of four colored squares: red, green, blue, and yellow. The text 'Microsoft' is in gray. Reflections of other buildings and the interior are visible on the transparent glass panels, indicating a bustling urban environment.
The modern glass facade of a Microsoft building symbolizes the tech giant's aspirations as it leverages AI to potentially join the exclusive $5 trillion market capitalization club. © Mariakray / iStock Editorial via Getty Images

I keep hitting the buy button on Microsoft (NASDAQ:MSFT | MSFT Price Prediction) because the stock has gotten cheaper while the business has gotten stronger. The shares are down 13.06% year to date and down 7.24% over the past year, sitting at $418.57.

Meanwhile, the company just told me its AI business is running at a $37 billion annualized revenue run rate, up 123% year over year. That gap is the trade I am taking, quarter after quarter, with my own money.

The thesis I keep coming back to

Satya Nadella did not bury the lead on the last call. He said, “Our AI business surpassed $37 billion ARR, up 123%.” Then he added that this is “the beginning of one of the most consequential platform shifts” in tech. I can see the receipts inside the same report.

Microsoft 365 Copilot paid seats are now over 20 million, up 250% year over year, with Accenture alone running 740,000 seats and Bayer, Johnson & Johnson, Mercedes, and Roche each committed to 90,000 or more. GitHub Copilot Enterprise is inside nearly 140,000 organizations, almost triple a year ago. This is the install base of the next computing era, and it is paying a subscription.

MSFT earnings explorer
An infographic titled 'One Reason I Can't Stop Buying Microsoft Stock' by subtle 24/7st. The infographic is divided into four main sections: STOCK OVERVIEW, THE THESIS: AI MOMENTUM ACCELERATES, THE RECEIPTS: CONVICTION BACKED BY FINANCIALS, and RISK VS. FUTURE VALUE. The Stock Overview shows a current price of $418.57 as of May 23, 2026, with a YTD performance of -13.06% and a 1-year performance of -7.24%. The AI Momentum section highlights an AI Annualized Revenue Run Rate of $37 BILLION (Up 123% Year-over-Year), over 20 MILLION Microsoft 365 Copilot Paid Seats (Up 250% Year-over-Year), and nearly 140,000 Organizations using GitHub Copilot Enterprise. Key commitments from Accenture, Bayer, J&J, Mercedes, and Roche are listed. The Financials section includes a bar chart for Intelligent Cloud Revenue Growth in Q3 FY26, with Azure & Cloud Services at $34.68B (+40%) and total Intelligent Cloud at $34.68B (+30% YoY). Financial metrics listed are Commercial RPO of $627 BILLION (Nearly Double YoY), Q3 FY26 EPS Beat of $4.27 (+4.9% Beat), Net Income Growth +23.06% YoY, Gross Margin 68.82%, Return on Equity (ROE) 33.28%, and Interest Coverage 53.89x. Shareholder Returns show $12.7 BILLION returned in Q2 FY26 and a next dividend date of June 11, 2026. The Risk section details Q3 CapEx of $30.88 BILLION (+84.39% YoY) and Calendar 2026 CapEx Guidance of ~$190 BILLION. The Future Value & Analyst Outlook section mentions Royalty-Free OpenAI IP Rights through 2032, Q4 Azure Growth Guidance of 39%-40%, a Wall Street Consensus Target of $560.63 (51 Buy, 3 Hold, 0 Sell), and 64.5% Probability of MSFT Outperforming Anthropic + OpenAI by Year-End in prediction markets. The bottom line states: 'Buying a 39.3% net-margin software franchise on sale during the build-out of the platform it will rent for the next decade.'
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The receipts behind the conviction

Reason one is the demand pipeline. Commercial remaining performance obligations hit $627 billion, nearly doubling year over year. That is contracted future revenue. Reason two is the engine producing it. Intelligent Cloud revenue rose 30% to $34.68 billion, with Azure and other cloud services up 40%.

Reason three is the quality of the franchise. Q3 FY26 delivered EPS of $4.27 against a $4.07 estimate, a 4.9% beat and the fourth straight, with net income up 23.06% on revenue up 18.3%. That is operating leverage on a company carrying gross margins of 68.82%, return on equity of 33.28%, and interest coverage of 53.89x.

Add the income side. The next dividend is on June 11, 2026, supported by $12.7 billion returned to shareholders in Q2 FY26 alone, up 32% year over year. The forward P/E sits at 22, which I do not consider expensive for a business compounding earnings and contracted backlog at this rate.

The risk I refuse to wave away

The honest threat is capital intensity. Q3 capex was $30.88 billion, up 84.39%, and management guided roughly $190 billion in calendar 2026 capex. If AI demand softens, that bill stings. The OpenAI relationship is also less exclusive than it was, and Microsoft absorbed $3.1 billion in OpenAI investment losses in Q1 FY26.

What keeps the thesis intact is the contracted backlog, the royalty-free OpenAI IP rights through 2032, and the fact that Q4 Azure growth is guided to 39% to 40% in constant currency with capacity still constrained.

MSFT analyst ratings

Why the buy button stays active

Wall Street’s consensus target sits at $560.63, against 51 buy ratings, 3 holds, and zero sells.

Prediction markets give a 64.5% probability that Microsoft outvalues Anthropic and OpenAI combined by year-end. I am buying a 39.3% net-margin software franchise on sale during the build-out of the platform it will rent for the next decade, and I plan to keep buying until the market figures out which side of that ledger matters.

Contact [email protected] for any questions or corrections.

Vandita Jadeja

Vandita Jadeja is a financial publisher with over a decade of experience writing about financial topics, including investment, savings, retirement, insurance and banking. Vandita is a Chartered Accountant who loves to debunk financial concepts for readers.

Her work has appeared on sites that include The Motley Fool, InvestorPlace, and Benzinga. She covers investing and focuses on stock picks and price prediction for 24/7 Wall St.

When not looking for the next stock investment opportunity, she can be found traveling, reading, chasing sunsets and enjoying her iced latte.

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