Microsoft Insiders Trim Stakes With Analysts Split on MSFT DCF Value
15 June 2026

Microsoft Insiders Trim Stakes With Analysts Split on MSFT DCF Value

New York, June 15, 2026, 11:02 (EDT)

  • Microsoft (MSFT) insider filings for June indicate almost $10 million in shares sold. The biggest sellers were Judson Althoff and Takeshi Numoto.
  • The new DCF screen on GuruFocus gave sharply different valuations depending on the model applied.
  • MSFT was up $7.20 at $397.94 near midday Monday.

Microsoft got noticed Monday after Form 4 filings revealed several insiders sold stock this month. That sparked more Wall Street chatter about the company. MSFT last traded at $397.94 late Monday morning, putting its market cap near $2.96 trillion.

Microsoft’s Commercial chief Judson Althoff topped the list of sellers in June, according to SEC filings. Althoff sold 15,500 shares on June 1 at a weighted average of $460.988, which left him with 110,477.434 shares in direct holdings. SEC EVP and CMO Takeshi Numoto sold 2,500 shares at $412.45 on June 8, and followed that with another 4,500 shares at $402.84 two days later, Form 4s show.

June saw three sales adding up to roughly $10 million, Finbold said Monday. About 66% of Microsoft’s insider selling by dollar value this year came in June, according to their report. Data from Quiver Quantitative shows MSFT insiders did five open-market trades in the past six months: four were sales, one was a buy. Finbold The filings give the trades, but no reason for the selling appears in them.

Microsoft’s valuation is coming under more debate after shares slipped from recent highs. GuruFocus on Monday showed an earnings-based DCF intrinsic value of $518.00, ahead of where the stock sits at $390.74. The free cash flow DCF model, though, put the value down at $207.02. That spread shows just how much Microsoft’s worth can change depending on which model investors use.

Microsoft topped estimates for the March 31 quarter, posting revenue of $82.9 billion, up 18%. Operating income increased 20% to $38.4 billion. Diluted EPS was $4.27. Cloud revenue hit $54.5 billion, up 29%. Sales from Azure and other cloud services climbed 40%, the company said.

AI is still front and center for investors. Microsoft CEO Satya Nadella told analysts on the April earnings call, “Our AI business surpassed an annual revenue run rate of $37 billion, up 123% year-over-year.” CFO Amy Hood added on the call that gross margin dropped from last year because of “continued investment in AI infrastructure and growing AI product usage.” Microsoft MSFT finds itself between insider selling and higher volatility, while cloud and AI revenue keep climbing.

Marcin Frąckiewicz is the founder and CEO of TS2 Space, a satellite communications company serving customers around the world. A graduate of the Warsaw School of Economics (SGH), he has more than two decades of experience in telecommunications, satellite services and technology ventures. He writes about satellite communications, space technology, artificial intelligence and the stock market, with a particular focus on technology companies, semiconductors, emerging industries and the trends shaping global innovation. Follow Marcin Frąckiewicz on Google News, Facebook. or Linkedin.

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