OpenAI brought Microsoft $10 billion in one quarter. A day later, Microsoft went back to the bond market.
SummaryMicrosoft's filing shows $10.0 billion of revenue from OpenAI in July to September, about 11% of the company's total. On Thursday it filed for a bond sale that Bloomberg says is its first U.S. high-grade deal since 2017, as AI spending keeps climbing.
· MODEL Editors · 2 min read
Some links may be affiliate links. Disclosure

Microsoft's quarterly report, filed with the SEC on Wednesday, October 28, puts a number on how much of its business now comes from one AI lab. Because Microsoft owns part of OpenAI, it has to disclose what it earns from it as a related party.
The OpenAI line (quarter ended September 30, 2026).
- Revenue from "commercial arrangements with OpenAI, inclusive of revenue-sharing payments": $10.0 billion. Total Microsoft revenue was $92.3 billion, so that is about 11%.
- For all of fiscal 2026 (the year to June 30), the same line was $24.1 billion. One quarter is now more than 40% of last year's total.
- OpenAI owed Microsoft $7.2 billion at the end of September, up from $6.0 billion at the end of June.
- Microsoft's stake is now about 24% on an as-converted basis, down from about 25% in its annual report. It has funded $12.0 billion of a $13.0 billion commitment.
The filing does not break that $10.0 billion down further, for example into Azure services versus revenue-sharing payments.
The rest of the AI picture. Azure revenue was $33.2 billion, up 48% from $22.4 billion. Commercial remaining performance obligation, contracts signed but not yet booked as revenue, rose 73% to $677 billion; Microsoft expects about 30% of it to turn into revenue in the next 12 months. Cash spent on property and equipment was $39.4 billion; CNBC reports $45.2 billion including finance leases, below the $50.7 billion analysts expected. Cash from operations was $58.0 billion, which leaves free cash flow of $18.6 billion, down 27% from $25.7 billion a year earlier (our math from the cash flow statement).
Then the bond sale. On Thursday morning Microsoft filed a preliminary prospectus for ten series of notes: two floating-rate and eight fixed-rate. The filing leaves sizes and rates blank and says proceeds are for "general corporate purposes," which may include capital expenditures, buybacks, acquisitions and repaying debt. Bloomberg, via Investing.com and Reuters, reports Microsoft is seeking at least $25 billion, its first U.S. high-grade bond sale since 2017. On Wednesday's call, finance chief Amy Hood said Microsoft "will access additional sources of funding" alongside its own cash, per The Seattle Times.
Our take. Microsoft is not short of money: it is still free cash flow positive, unlike Alphabet last quarter. But two things stand out. OpenAI is now a customer big enough to be about one dollar in nine of Microsoft's revenue, and it is also a company Microsoft part-owns. And the AAA-rated company that paid for its build-out from cash is now borrowing too. Watch the OpenAI line next quarter. $MSFT. Not investment advice.
Sources
- Microsoft Form 10-Q for the quarter ended September 30, 2026 (Oct 28, 2026)
SEC EDGAR
- Microsoft announces first quarter results (Oct 28, 2026)
Microsoft
- Microsoft preliminary prospectus supplement, Form 424B2 (Oct 29, 2026)
SEC EDGAR
- Microsoft Form 10-K for fiscal year 2026 (Jul 29, 2026)
SEC EDGAR
- Neocloud stocks drop after Microsoft revises capex down (Oct 28, 2026)
CNBC
- Microsoft seeks at least $25 billion in first bond sale since 2017 (Oct 29, 2026)
Investing.com, citing Bloomberg
- Microsoft beats earnings estimates, even as AI spending spree continues (Oct 28, 2026)
The Seattle Times
Not investment advice.
FREE · EVERY WEEK
The top AI tools this week, tested.
Every week MODEL's editors pick the AI tools worth your time, try them hands-on, and tell you what's good, what's not, and who it's for. Free, in your inbox.
Free. Unsubscribe anytime. Our picks are editorial and can't be bought.
Continue

AI News
Anthropic made $17 billion last quarter and still posted an operating loss. The compute bill is why
Anthropic's amended S-1, filed November 2, adds its third-quarter numbers: revenue up about 12x from a year earlier, a swing back to an operating loss, and $895.4 billion in compute and infrastructure commitments.
· MODEL Editors

Funding
OpenAI wanted $30 billion. So far it has about $11 billion.
OpenAI has commitments for roughly $11 billion in its latest round, less than half its first target, at a $1.25 trillion valuation instead of $1.4 trillion, according to the Wall Street Journal. The Financial Times reports the goal is now about $20 billion.
· MODEL Editors

Funding
Kalshi raises $1 billion at a $40 billion valuation, up from $22 billion in May
The prediction-market company's Series G was co-led by Sequoia and Wellington. Kalshi says it will use the money for indices, single-stock perpetual futures and markets on the price of compute.
· MODEL Editors