Melius analyst: Microsoft’s Copilot reorganization is a ‘red flag’

Photo of Jeremy Phillips
By Jeremy Phillips Published

Quick Read

  • Microsoft (MSFT) reported only 15 million Copilot seats sold out of 450 million total users (3.3% penetration) despite billions spent on development and marketing, prompting an executive reorganization that moved Copilot’s leader to focus on building proprietary AI models, signaling internal dissatisfaction with the product’s market fit.

  • Microsoft’s expected increased spending on proprietary model development will compound already-strained free cash flow as capital expenditures have doubled to $29.88B year-over-year and depreciation pressures mount.

  • If you're focused on picking the right stocks and ETFs you may be missing the bigger picture: retirement income. That is exactly what The Definitive Guide to Retirement Income was created to solve, and it's free today. Read more here
This post may contain links from our sponsors and affiliates, and Flywheel Publishing may receive compensation for actions taken through them.
Melius analyst: Microsoft’s Copilot reorganization is a ‘red flag’

© Mariakray / iStock Editorial via Getty Images

Microsoft (NASDAQ:MSFT | MSFT Price Prediction) is down more than 20% year-to-date, making it the worst-performing stock in the Mag-7 by a wide margin. And according to Ben Wright of Melius Research, who recently cut his price target on the stock, the core problem has a name: Copilot.

Wright’s red flag isn’t just about weak adoption numbers. It’s about what Microsoft did in response to them. When a company quietly reshuffles the executive running its most important growth initiative and moves him to work on models instead, that’s not a routine org chart update.

“They reordered the division for Copilot, and now they have the guy that was running it working on models. That’s a red flag,” Wright said, referring to Mustafa Suleyman, who had been leading the Copilot effort. His reasoning: “you rarely reorganize anything into strength.”

The adoption numbers back up his skepticism. In February, Microsoft revealed it had sold 15 million Copilot seats out of a base of 450 million users — a figure Wright described as “paltry.” To put that in context, Microsoft has spent billions building and marketing Copilot as the AI layer across its entire product stack, from Word and Excel to Teams and Azure. Penetrating roughly 3% of its own user base after all that investment is not a success story.

Wright also noted that Copilot has become something of a “punch line,” with widespread discussion of frustrating or funny Copilot experiences across his network. That’s a product-market fit problem, not a marketing problem.

The Financial Ripple Effect

Here’s where this gets uncomfortable for investors. With Mustafa now focused on building models, Wright argues Microsoft will need to spend more building its own models because “sharing IP with OpenAI is not working out too well.” That means higher R&D, on top of capital expenditures that have already nearly doubled — CapEx hit $29.88 billion in Q2 FY2026, up 89% year-over-year.

More spending flows directly into depreciation, which hits free cash flow. FY2025 free cash flow already declined 3.32% year-over-year despite strong revenue growth, precisely because of the infrastructure build. If the Copilot reorganization signals even heavier model investment ahead, that pressure intensifies.

Satya Nadella has framed the AI opportunity expansively: “We are only at the beginning phases of AI diffusion and already Microsoft has built an AI business that is larger than some of our biggest franchises.” Azure’s 39% year-over-year growth validates the cloud infrastructure thesis. But Copilot was supposed to be the monetization layer that justified the valuation premium, and right now, the reorg suggests even Microsoft isn’t satisfied with where that’s headed.

Photo of Jeremy Phillips
About the Author Jeremy Phillips →

I've been writing about stocks and personal finance for 20+ years. I believe all great companies are tech companies in the long run, and I invest accordingly.

Featured Reads

Our top personal finance-related articles today. Your wallet will thank you later.

Continue Reading

Top Gaining Stocks

ALB Vol: 2,898,719
+$10.86
+6.93%
$167.56
PLTR Vol: 57,503,716
+$10.16
+6.74%
$160.84
NCLH Vol: 24,239,338
+$1.17
+6.17%
$20.12
MHK Vol: 1,346,194
+$5.62
+5.84%
$101.83
RCL Vol: 3,828,936
+$15.31
+5.81%
$278.96

Top Losing Stocks

EL Vol: 9,878,489
-$6.63
7.72%
$79.29
ENPH Vol: 5,869,325
-$3.35
7.59%
$40.76
FICO Vol: 460,617
-$64.29
5.70%
$1,063.33
CNC Vol: 9,827,468
-$1.59
4.62%
$32.81
MU Vol: 54,804,580
-$18.55
4.39%
$404.35