RESEARCH — THE FILING TAPE #21

Thirty-Seven of 83: The Superinvestors Own Microsoft. Its Insiders Have Bought Twice.

October 9, 2026

GetCoattail Research — Microsoft is the market's AI-infrastructure story at full scale: Azure growth above 40%, a capital-spending bill above $115 billion, and a stock that rose 38.7% from June 30 to October 2 in our price file. We ran it through every filing lens we maintain. Thirty-seven of our 83 tracked superinvestors hold it long — more than in any earlier audit in this series — while its insiders have recorded exactly two open-market purchases in the entire parsed record.

Start with the narrative: a build-out story measured by two numbers pulling in opposite directions. Coverage of Microsoft's fiscal fourth quarter, ended June 30, 2026, put revenue at $90.0 billion, up 18% year over year, with Azure and other cloud services revenue up 43% in constant currency, full-year Azure revenue above $100 billion, and an AI business at a $37 billion annual run rate in the company's third-quarter materials. The same coverage put fiscal 2026 capital spending at $115.95 billion and free cash flow at $66.99 billion, down 6.46%. Analysts have been marking the story up into the next print: Melius Research upgraded the stock to Buy on October 5 with a $665 target, Evercore ISI holds a Buy at $635, and the consensus average target in coverage is about $578.69. The next earnings report, for the first quarter of fiscal 2027, is scheduled for October 28, and the same week's coverage included a $2,599 Surface Laptop Ultra built on an Nvidia RTX chip. AltIndex counted 249 Reddit mentions in the 24 hours to October 9, up 107.5%, with Bullish sentiment.

Now the filings. GetCoattail tracks the investors best placed to know any company: superinvestors, institutions, insiders, Congress, and 5% holders. For Microsoft — the twenty-first Filing Tape audit — the story is the broadest superinvestor register this series has recorded, against an insider register that is almost entirely one-directional, a congressional register active on both sides, and a borrow shrinking since June.

Lens 1: the superinvestors — 37 holders, split exactly down the middle

We track 83 large, mostly long-only managers whose 13F portfolios we collect directly from SEC EDGAR. As of June 30, 2026, 37 held Microsoft in a long common-stock position — long rows, with no option rows in the count. That is the largest holder count in this series so far, above the 35 recorded for Amazon. Together the 37 held 39,373,656 shares worth $14,687,184,513. The quarter-to-quarter comparison, on the pipeline's CUSIP basis in both quarters, runs from 38,154,922 shares across 38 rows at March 31 to 39,373,656 shares across 37 rows at June 30 — up 3.19%, with one fewer holder holding more shares. The pipeline and EDGAR-collection share totals agree exactly. The direction count is the unusual part: four new, 15 increased, 15 decreased, three unchanged — increases and decreases in exact balance, in a quarter when the price rose from $370.17 to $373.02 in our price file, up 0.8%.

The largest holder is Dodge & Cox Funds, with 12,836,229 shares worth $4,788,170,142, a 2.51% portfolio weight, increased 7.3% in the quarter — 32.6% of the entire cohort. The second-largest position is a new one: Bill Ackman at Pershing Square reported 6,206,730 shares worth $2,315,234,425, an 11.89% portfolio weight, marked NEW. The top three holders — Dodge & Cox, Pershing Square, and AltaRock Partners, with 2,334,482 shares, a 20.54% weight, increased 25.0% — together hold 54.3% of the cohort. New positions in total are 7,711,484 shares, 19.6% of the cohort, across four managers: Pershing Square, Viking Global Investors with 1,458,618 shares marked NEW, ShawSpring Partners with 45,495 shares, and Semper Augustus with 641 shares.

Microsoft through six filing lenses
Chart 1: Signal presence by cohort. Superinvestors: 83 managers, 2026Q2 13F (as of Jun 30, 2026). Institutions: full-market 13F aggregation, same date. Insiders: Form 4 record through Oct 2, 2026. Congress: Senate and House PTR record through Oct 3, 2026. 13D/G: filings through Apr 30, 2026. Short interest: FINRA biweekly settlement data through Sep 15, 2026. Source: SEC EDGAR; FINRA; GetCoattail collections.

Lens 2: institutions — 1.75% more filers, 18.35% more shares

Zoom out to the whole 13F market and the register is as crowded as the tracked cohort suggests. At June 30, 2026, 6,234 institutions reported positions, up from 6,127 at March 31 (+1.75%), and 6,210 reported long positions. Reported shares rose 18.35%, from 4,593,075,015 to 5,435,913,875 shares, with 1,655 filers entering and 1,548 exiting. Reported aggregate value rose 20.93% to $2,104,871,429,458; the aggregate includes option rows, so we headline filer and share counts and label dollars "reported" (see methodology). The implied value per share, $387.22, sits 3.8% above the June 30 close of $373.02 — among the smallest gaps this series has recorded on this check.

Lens 3: the 5% register — two filings, both 13G, both Vanguard

Two SC 13D/G filings cover Microsoft — zero in the 13D family and two 13G filings, one amendment, from two reporting names, the most recent filed April 30, 2026, maximum reported percentage 7.48%. There is no activist register here. Vanguard Capital Management reported 555,988,240 shares (7.48%) as of March 31, 2026, filed April 30, 2026. The Vanguard Group reported a 0-share row as of March 13, 2026, filed March 27, 2026 — the same sequence seen in several earlier audits, where a Vanguard position reappears under a related reporting name; we report rows as filed, without summing them or calling the zero an exit.

Lens 4: insiders — two purchases in the entire parsed record, against $254,355,475.21 of sales

The buy side of this register is not empty, but it is close. Across the parsed Form 4 record (225 filings through October 2, 2026), there are two open-market purchases totalling 8,842 shares and $3,436,970.53, by two buyers — one of them an officer purchase of $1,450,220.53. Against that stand 44 sales totalling 526,832.31 shares and $254,355,475.21, by seven sellers, all 44 of them recorded as officer sales. Both purchases fall inside the most recent year (140 filings; the same two purchases; 27 sales totalling $116,258,040.62, by seven sellers). In the 90 days through October 2, 2026, 43 filings covered zero purchases and 16 sales totalling 143,009.35 shares and $71,420,550.98, by four sellers — again, all 16 recorded as officer sales. Our site's insider aggregate (October 9, 2026) matches the full-parse 90-day figures exactly. Some selling is mechanical — vesting, tax withholding and pre-arranged plans — and we assign no motives. The record establishes only this: purchases total $3,436,970.53 across the entire parsed record, against $254,355,475.21 of sales.

Lens 5: Congress — seven members, both parties, both directions

Across the Senate and House record we maintain (combined record as of October 3, 2026), Microsoft is one of the more active names in this series: seven members, 13 purchase transactions and 17 sale transactions, the most recent purchase dated September 10, 2026, with both parties represented. The House accounts for all of it on the buy side — seven members, 13 purchases and 16 sales (House record as of October 3, 2026) — while the Senate aggregate records zero purchases and one sale (Senate record as of October 1, 2026). Congressional disclosures report value ranges rather than exact amounts, so we record direction and counts only.

Lens 6: short interest — 29.2% below the June peak, at 0.91% of the share count

As of September 15, 2026 — the most recent FINRA settlement date — 67,346,414 Microsoft shares were sold short, with days-to-cover of 3.73. That reading sits well below the top of the series: the peak settlement, June 15, 2026, recorded 95,188,264 shares, so the latest reading is 29.2% below the peak, and the June 30 settlement recorded 89,063,316 shares. Year over year, the September 15, 2025 settlement recorded 65,238,937 shares, so the latest reading is up just 3.2%. Against the 7,425,545,491 shares in our fundamentals file, the borrow is 0.91% of the share count.

Short interest in Microsoft
Chart 2: Shares sold short in Microsoft at each FINRA biweekly settlement, Jan 2024 – Sep 15, 2026 (n = 65 settlements in the chart window; the full collected series runs 137 settlements from Jan 15, 2021). The peak reading, 95,188,264 shares on Jun 15, 2026, is the maximum of the full collected series; the latest reading, 67,346,414 shares on Sep 15, 2026, is 29.2% below that peak and 3.2% above the 65,238,937 shares recorded on Sep 15, 2025. Source: FINRA Equity Short Interest files; GetCoattail collection (msft_short_interest_series.csv).

The recent settlements run 92,373,474 on July 15, then 81,311,791, 68,544,953, 74,451,155 and 67,346,414. The series began at 41,952,779 shares on January 15, 2021; its lowest reading is 31,028,035 shares on August 15, 2023.

The gap, stated plainly

The registers agree on presence and disagree on conviction. The tracked superinvestors hold Microsoft more broadly than any stock yet audited in this series — 37 of 83 managers, 39,373,656 shares — yet inside that breadth they split exactly: 15 increased, 15 decreased, four new, three unchanged, with 19.6% of the cohort's shares arriving as new positions in a single quarter, most of them one manager's. The full market added shares at 18.35% while adding filers at 1.75%. Insiders bought twice in the entire parsed record — $3,436,970.53, one of the two by an officer — against $254,355,475.21 of sales, all of them officer sales. Congress filed on both sides: 13 purchases, 17 sales, seven members. And the borrow, at 67,346,414 shares and 0.91% of the share count, is 29.2% below its June peak, in a stock that rose 38.7% from June 30 to October 2 in our file and sits 4.5% below its 252-session closing high of $542.07. One plausible reading is that the registers are describing two different time horizons — the 13F registers a position built at June prices near $373, the borrow and the insider record a register that has been lightening into a rise toward $517.53. The record supports each clause separately; it does not say which register is right.

What would change the picture

Nothing above is a recommendation. It is a record. These are the filings that would change the description:

Until one of those prints, the record describes a stock held by more of our tracked superinvestors than any audited before it — 37 of 83, split 15 increased against 15 decreased, with a fifth of the cohort's shares newly arrived — whose insiders have bought twice for $3,436,970.53 against $254,355,475.21 of sales, and whose borrow, at 67,346,414 shares, has fallen 29.2% from its June peak into a 38.7% price rise.

Related reading: One of 83: The Superinvestors Hold Just 5,380 AST SpaceMobile Shares. Short Interest Just Hit a Record. — Filing Tape #20; Eight of 83: Six Superinvestors Cut Fair Isaac as the Price Rose 11.9%. Its Insiders Have Never Bought a Share. — Filing Tape #19; Zero of 83: The Superinvestors Aren't in IREN — Filing Tape #1. Microsoft's own page: Microsoft (MSFT) on GetCoattail.

Methodology and data notes

This article describes public filings as of the dates stated. It is not investment advice and makes no recommendation. Filings lag reality: 13F positions are as of June 30, 2026, and later trading is not yet public.

Revision history

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