
Microsoft
Copilot Cowork puts Anthropic's brain in the enterprise operating system
- Ticker
- MSFT
- Beat
- ai
- Size
- Enterprise (5,000+)
- Revenue
- $90.0B
- as of Jun 2026
- Cash
- $20.9B
- as of Jun 2026
- Researched · Fresh
- 1 day ago
Microsoft embedded Anthropic's Claude into M365 Copilot as 'Copilot Cowork' — $30/seat/month for autonomous AI agents that run across your emails, files, and meetings. The $99/seat E7 bundle is Microsoft's play to own the enterprise AI operating system.
133 mentions across our dossiers
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14 lighter links listed here, off the rings
“- Microsoft PPA (May 2023) — the world's first fusion PPA.”Helion Energy · TRADE · from Helion Energy’s dossier
Weekly closes
- Insiders sold, 90 days: 63,170 sh · 6 filings, Form 4 · 15 Oct 2026
- Short interest: 65,674,557 sh · 3.18 days to cover, FINRA · settled 15 Oct 2026
- Insiders bought, 90 days: 105,306 sh · 5 filings, Form 4 · 15 Sept 2026
- Next print: in 84 days, Scheduled · 26 Jan 2027, scheduled
Who is buying
- Insiders sold, last 90 daysSEC Form 4 · newest 15 Oct 2026
- 6 filings · 63,170 shares
- Insiders bought, last 90 daysSEC Form 4 · newest 15 Sept 2026
- 5 filings · 105,306 shares
- Shares sold shortFINRA · settled 15 Oct 2026
- 65,674,557 shares
- Days to unwind the shortFINRA · settled 15 Oct 2026
- 3.18
The reported figures
| Period | As of | Revenue | Gross margin | Operating margin | Free cash flow | Capex | Cash | Shares outstanding | Grading | Source |
|---|---|---|---|---|---|---|---|---|---|---|
| Q3 ’23 | 30 Sept 2023 | $56.5B USD | — | 47.6% share of revenue | $20.7B USD | $9.9B USD | $80.5B USD | 7.43B shares | Filed · primary | sec.gov |
| Q4 ’23 | 31 Dec 2023 | $62.0B USD | — | 43.6% share of revenue | $9.1B USD | $9.7B USD | $17.3B USD | 7.43B shares | Filed · primary | sec.gov |
| Q1 ’24 | 31 Mar 2024 | $61.9B USD | — | 44.6% share of revenue | $21.0B USD | $11.0B USD | $19.6B USD | 7.43B shares | Filed · primary | sec.gov |
| Q2 ’24 | 30 Jun 2024 | $245B USD | — | — | — | $44.5B USD | — | — | Filed · primary | 10-K FY2024 filed 2024-07-30 (XBRL) |
| Q3 ’24 | 30 Sept 2024 | $65.6B USD | — | 46.6% share of revenue | $19.3B USD | $14.9B USD | $20.8B USD | 7.43B shares | Filed · primary | sec.gov |
| Q4 ’24 | 31 Dec 2024 | $69.6B USD | — | 45.5% share of revenue | $6.5B USD | $15.8B USD | $17.5B USD | 7.43B shares | Filed · primary | sec.gov |
| Q1 ’25 | 31 Mar 2025 | $70.1B USD | — | 45.7% share of revenue | $20.3B USD | $16.7B USD | $28.8B USD | 7.43B shares | Filed · primary | sec.gov |
| Q2 ’25 | 30 Jun 2025 | $282B USD | 68.8% share of revenue | 45.6% share of revenue | — | $64.6B USD | $94.6B USD | 7.43B shares | Filed · primary | 10-K FY2025 filed 2025-07-30 (XBRL + filing) |
| Q3 ’25 | 30 Sept 2025 | $77.7B USD | 69.0% share of revenue | 48.9% share of revenue | $25.7B USD | $19.4B USD | — | — | Filed · primary | 10-Q filed 2025-10-29 (XBRL) |
| Q4 ’25 | 31 Dec 2025 | $81.3B USD | 68.0% share of revenue | 47.1% share of revenue | $5.9B USD | $29.9B USD | — | — | Filed · primary | 10-Q filed 2026-01-28 (XBRL) |
| Q1 ’26 | 31 Mar 2026 | $82.9B USD | 67.6% share of revenue | 46.3% share of revenue | $15.8B USD | $30.9B USD | $78.3B USD | 7.43B shares | Filed · primary | 10-Q filed 2026-04-29 (XBRL + filing) |
| Q2 ’26 | 30 Jun 2026 | $90.0B USD | — | 45.1% share of revenue | $19.6B USD | $35.8B USD | $20.9B USD | 7.43B shares | Filed · primary | sec.gov |
Microsoft’s figures as the company reported them in its filings. Quarters are calendar quarters, so a company whose year ends in January shows each fiscal quarter under the calendar quarter it falls in. An empty slot is a quarter we hold no figure for.
Q2 ’26 · as of Jun 2026
Q2 ’26 · as of Jun 2026
Q2 ’26 · as of Jun 2026
Operating cash flow minus capital spending.
Q2 ’26 · as of Jun 2026
CashDebt
Q2 ’26 · as of Jun 2026
A rising count is dilution: each existing share owns less of the company.
Latest filing: sec.gov
What happened
| Date | Type | What happened | Source |
|---|---|---|---|
| 2026-11-02 | funding round | 424B2: $25bn senior notes in ten series (2028-2066)Prospectus supplement for $25,000,000,000 across ten series (2028 and 2029 floating and fixed, 2031, 2033, 2036, 2046, 2056, 2066); fixed coupons 4.850%-6.350%; original issue date 4 Nov 2026; proceeds for general corporate purposes. | agent:company-events · SEC EDGAR 424B2 |
| 2026-11-02 | editorial note | Capex figure revised: $190B → $39,367MCapex moved from $190B (deep-dive-2026-08-06.md) to $39,367M (deep-dive-2026-11-02.md). | dossier |
| 2026-11-02 | editorial note | Margin figure revised: 67% → $62,559MMargin moved from 67% (deep-dive-2026-08-06.md) to $62,559M (deep-dive-2026-11-02.md). | dossier |
| 2026-11-02 | editorial note | Revenue figure revised: $90.0B → $92,279MRevenue moved from $90.0B (deep-dive-2026-08-06.md) to $92,279M (deep-dive-2026-11-02.md). | dossier |
| 2026-10-28 | filing | 8-K: Microsoft recasts FY2024-2026 segment figuresRecasts three years to 30 Jun 2026 for new segments (Agents and Infra; Devices and Consumer) per Ex. 99.1; states it is not a restatement. | agent:company-events · SEC EDGAR 8-K |
| 2026-10-28 | filing | 10-Q: Microsoft Q1 FY2027 revenue $92,279mQuarter ended 30 Sep 2026: revenue $92,279M (prior year: $77,673M); net income $36,629M; diluted EPS $4.92. | agent:company-events · SEC EDGAR 10-Q |
| 2026-10-28 | guidance | 8-K: Microsoft Q1 FY2027 revenue $92.3bnQ1 FY2027 revenue $92,279m (+19%); operating income $45,915m; GAAP net income $36,629m, $4.92 diluted EPS; Microsoft Cloud revenue $63.9bn (+30%). | agent:company-events · SEC EDGAR 8-K |
| 2026-08-06 | editorial note | Verdict changed: NOT ISSUED — this refresh is scoped to definitional resolution (capex, backlog) ahead of the 2026-07-29 print. No directional call taken; Lenses 12/13 deferred under the Socratic gat…Before (deep-dive-2026-07-22.md): NOT ISSUED — this refresh is scoped to definitional resolution (capex, backlog) ahead of the 2026-07-29 print. No directional call taken; Lenses 12/13 deferred under the Socratic gate. After (deep-dive-2026-08-06.md): NOT ISSUED — the 2026-07-22 refresh withheld a directional call under the Socratic gate and this one keeps that discipline. What it does deliver: the print answered all eight of the prior dossier's ranked questions, and two of them came back opposite to the worry. | dossier |
| 2026-07-22 | editorial note | Verdict changed: The cleanest AI-infrastructure compounder on the board, now de-rated to ~20x forward on a real fear — Azure deceleration meeting a $190B/yr capex wall — that is more a timing questio…Before (deep-dive-2026-06-18.md): The cleanest AI-infrastructure compounder on the board, now de-rated to ~20x forward on a real fear — Azure deceleration meeting a $190B/yr capex wall — that is more a timing question than a thesis-breaker; the moat (RPO $633B, M365 distribution, ~27% of OpenAI) is intact, the FCF is the variable to watch. After (deep-dive-2026-07-22.md): NOT ISSUED — this refresh is scoped to definitional resolution (capex, backlog) ahead of the 2026-07-29 print. No directional call taken; Lenses 12/13 deferred under the Socratic gate. | dossier |
Deals on the Ledger
| Announced | With | Type | Value | Source |
|---|---|---|---|---|
| 19 Aug 2026 |
| Capacity contract | undisclosed | ChronoScale 8-K, filed 2026-08-27 |
| 18 Nov 2025 | Capacity contract | $30B$30B Azure purchase commitment; the up-to-1 GW of additional contracted capacity is on top of it. | Anthropic announcement, 2025-11-18 | |
| 3 Nov 2025 |
| Capacity contract | $9.7B | IREN 8-K, 2025-11-03 |
| 28 Oct 2025 |
| Capacity contract | $250B$250B incremental Azure purchase commitment; no term stated. | Microsoft blog, 2025-10-28 |
| 15 Oct 2025 |
| Capacity contract | undisclosedNo dollar value disclosed; multi-year. | Nscale press release, 2025-10-15 |
| 8 Sept 2025 |
| Capacity contract | $17.4B~$17.4B total contract value through 2031; up to ~$19.4B if Microsoft acquires additional services/capacity. | Nebius 6-K, 2025-09-08 |
Every Microsoft deal on the Ledger — each one read against its source.
- 10-K · 2026-Q229 Jul 2026
- Earnings Call · 2026-Q230 Jun 2026
- 10-Q · 2026-Q129 Apr 2026
- Earnings Call · 2026-Q131 Mar 2026
- 10-Q · 2025-Q428 Jan 2026
- Earnings Call · 2025-Q431 Dec 2025
- Earnings Call · 2025-Q330 Sept 2025
- 10-K · 2025-Q230 Jul 2025
- The dossier: Refresh delta (since 2026-08-06), 429 words, 16 filing mentions
- The dossier: What held, 47 words, no filing mention
The Microsoft dossier
The verdict
NOT ISSUED — the 2026-07-22 refresh withheld a directional call under the Socratic gate and this one keeps that discipline. What it does deliver: the print answered all eight of the prior dossier's ranked questions, and two of them came back opposite to the worry.
Primary sources
SEC filings
Earnings calls
Source documents — open to read in full
Refresh delta (since 2026-08-06)
-
New segments from FY27. Microsoft moved from three segments to two: Agents and Infra (Microsoft Cloud, productivity and server licensing, consulting and support) and Devices and Consumer (Windows, XBOX, advertising). Azure was redefined: GitHub cloud and Security Copilot moved to Microsoft 365 commercial cloud, and Healthcare and Life Sciences cloud moved to a new Industry solutions metric [Form 8-KA filing for something that happened between reports and matters enough to tell shareholders now. segments]. FY2026 Form 10-KA company’s audited annual report to the US regulator. The most complete thing it publishes. figures were recast to the new structure [8-K recast]. The prior dossier's Azure, Intelligent Cloud and segment figures are on the old basis and do not compare directly with what follows.
-
FY27 Q1 actuals: revenue $92,279M, +19% (prior-year quarter: $77,673M); gross margin $62,559M, 67.8%; operating income $45,915M, +21%, 49.8% of revenue; net income $36,629M, GAAP diluted EPS $4.92 (+32%); non-GAAP EPS, excluding OpenAI investment effects, $4.89 (+18%) [8-K Q1; Form 10-QThe quarterly version of the annual report. Lighter, and not audited. Q1].
-
Segments and metrics: Agents and Infra $76,795M (+25%); Devices and Consumer $15,484M (−3%). Microsoft Cloud $63.9B (+30%); Azure +48% on the new definition; Microsoft 365 commercial cloud +17%; search and advertising ex-TAC +12%; Windows OEM and devices −22% [8-K Q1]. Microsoft Cloud gross margin fell to 66%, which the 10-Q puts down to the mix shift to Azure [10-Q Q1, MD&A].
-
Commercial RPO: $677B, +73% YoY, weighted-average duration about 2.3 years; total-company RPO $683B [10-Q Q1, revenue note; 8-K Q1]. The prior dossier recorded $678B at 2026-06-30, so the commercial figure was about flat sequentially. About 30% is expected to be recognised in the next 12 months [10-Q Q1].
-
OpenAI is now quantified as a customer. Revenue from commercial arrangements with OpenAI, including revenue-sharing payments, was $10.0B in the quarter; receivables from OpenAI were $7.2B (2026-06-30: $6.0B). Microsoft's equity-method stake is about 24% on an as-converted basis; OpenAI investment effects added $272M of net gains to other income [10-Q Q1, related-party note]. $10.0B is about 11% of quarterly revenue.
-
Capex and cash: additions to property and equipment $39,367M (prior-year quarter $19,394M); finance-lease right-of-use assets obtained $5,192M; operating-lease assets obtained $6,523M [10-Q Q1, cash-flow statement and lease note]. Cash plus finance leases is $44,559M; management's own Capital expenditureMoney spent on long-lived things — buildings, machines, servers — rather than on running costs. figure is on the call, not read. Operating cash flow $58,000M, so cash flow less cash PP&E was $18,633M. The prior dossier's guide of "over $50 billion" for the quarter was on management's definition, so it is not tested here.
-
Capital return and balance sheet: $10.2B returned in dividends and buybacks [8-K Q1]; $4,850M of debt repaid. Cash and short-term investments $64,509M (2026-06-30: $76,843M); debt $35,481M (2026-06-30: $40,294M) [10-Q Q1, balance sheet; estimate: current plus long-term portions]. Headcount fell 2% YoY [10-Q Q1, MD&A].
What held
- Azure keeps accelerating on its own reported basis (+48%), and Microsoft Cloud growth rose to 30% (fact 3).
- Free cash flowCash left after paying to run and maintain the business. Unlike profit, it is hard to flatter with accounting choices. stayed positive, as the FY27 guide promised (fact 6).
- The operating margin held near 50% despite the cloud gross-margin dip (facts 2, 3).
How our view changed
4 dossiersEvery dossier we have written on Microsoft, newest first.
- current
NOT ISSUED — the 2026-07-22 refresh withheld a directional call under the Socratic gate and this one keeps that discipline.
NOT ISSUED — the 2026-07-22 refresh withheld a directional call under the Socratic gate and this one keeps that discipline.
NOT ISSUED — this refresh is scoped to definitional resolution (capex, backlog) ahead of the 2026-07-29 print.
The cleanest AI-infrastructure compounder on the board, now de-rated to ~20x forward on a real fear
The research around Microsoft
Covered in the Knowledge Base
Models
Company details
| Industry | Software |
| Type | Tech Startup |
| Size | Enterprise (5,000+) |
| Website | Visit Microsoft |
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