3 Key Risks That Could Drag Down Microsoft Stock

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Microsoft (MSFT) is facing threats. Even the biggest names aren’t invincible. Stocks can drop sharply without warning – wiping out months or years of gains in a matter of weeks. History shows that sudden market swings can hit any company, no matter how dominant it seems.

Specifically, we see these risks:

  1. Critical Over-Reliance on OpenAI for Future Growth
  2. Soaring Capital Expenditures with Declining Margins
  3. Stagnation and Decline in Legacy Segments

Risk 1: Critical Over-Reliance on OpenAI for Future Growth

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  • Details: Massive $281 billion revenue concentration from a single partner, Potential for significant downward EPS revision if OpenAI relationship sours or underperforms
  • Segment Affected: Intelligent Cloud
  • Potential Timeline: Immediate to next 2-3 quarters
  • Evidence: CFO disclosed 45% of the $625 billion Commercial RPO is from OpenAI (Q2 2026 Earnings Call), Shareholder lawsuits being investigated over alleged misleading statements about this dependency (February 2026)

Risk 2: Soaring Capital Expenditures with Declining Margins

  • Details: Negative impact on free cash flow despite revenue growth, Multiple compression as the market questions the ROI of massive AI spending
  • Segment Affected: Company-Wide, particularly impacting Intelligent Cloud profitability
  • Potential Timeline: Next 1-2 quarters as spending continues
  • Evidence: Capital expenditures surged to $37.5 billion in a single quarter (Q2 2026 Earnings Call), Company-wide gross margin percentage declined year-over-year (Q2 2026 Earnings Call)

Risk 3: Stagnation and Decline in Legacy Segments

  • Details: Drag on overall revenue growth, Valuation anchor as high-growth segments have to compensate for legacy weakness
  • Segment Affected: More Personal Computing
  • Potential Timeline: Ongoing, with potential for further deterioration in coming quarters
  • Evidence: More Personal Computing segment revenue declined by 3% (Q2 2026 Earnings Call), Gaming revenue decreased by 9%, with Xbox content and services revenue down 5% (Q2 2026 Earnings Call)

What Is The Worst That Could Happen?

Looking at Microsoft’s risk in tough markets shows some eye-opening dips. It lost about 65% in the Dot-Com crash, nearly 58% in the Global Financial Crisis, and 37% during the inflation shock. Even smaller hits like the 2018 correction and the Covid slump wiped out roughly 18-28%.

Is Risk Showing Up In Financials Yet?

  • Revenue Growth: 16.7% LTM and 14.4% last 3-year average.
  • Cash Generation: Nearly 25.3% free cash flow margin and 46.7% operating margin LTM.
  • Valuation: Microsoft stock trades at a P/E multiple of 25.8

  MSFT S&P Median
Sector Information Technology
Industry Systems Software
PE Ratio 25.8 24.9

   
LTM* Revenue Growth 16.7% 6.4%
3Y Average Annual Revenue Growth 14.4% 5.7%

   
LTM* Operating Margin 46.7% 18.8%
3Y Average Operating Margin 45.3% 18.3%
LTM* Free Cash Flow Margin 25.3% 14.0%

*LTM: Last Twelve Months

If you want more details, read Buy or Sell MSFT Stock.

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