In an internal memo sent to staff on Sunday, Denise Dresser, OpenAI's chief revenue officer, laid out the company's growth pitch. The Amazon partnership, announced in late February with up to $50 billion in committed investment, was the headline. The footnote was what Microsoft thought about it.
"Our Microsoft partnership has been foundational to our success. But it has also limited our ability to meet enterprises where they are — for many that's Bedrock," Dresser wrote in the memo, which CNBC obtained. It is the most direct statement yet from inside OpenAI about the constraints of a relationship that has defined the company's infrastructure for six years.
The memo is, at one level, a straightforward sales document. Dresser joined OpenAI in December from Salesforce and Slack, and her job is enterprise revenue. Enterprise is now 40% of OpenAI's total business, and she told CNBC earlier this month it is on track to match the consumer side by year end. Selling the Amazon deal to employees is exactly what a CRO should do.
But the timing matters. Both OpenAI and Anthropic are preparing for IPOs in 2026. The enterprise market, where Claude has established significant traction, is the battleground both companies need to win. When a revenue chief circulates a memo attacking a rival's accounting, characterizing its strategy as rooted in "fear, restriction, and the idea that a small group of elites should control AI," and alleging the competitor's stated $30 billion run-rate is "inflated" by roughly $8 billion through gross revenue accounting — that is not internal morale. That is investor relations.
The Microsoft angle is the more structurally interesting part of this document. Microsoft has invested more than $13 billion in OpenAI since 2019, building a stake that represents approximately 26.79% of the company, now worth roughly $229 billion at OpenAI's March 2026 valuation of $852 billion. In 2024, Microsoft added OpenAI to its list of competitive threats in its annual filing. Microsoft did not respond to CNBC's request for comment on the Dresser memo.
OpenAI has been quietly reducing its Microsoft dependency for more than a year. It now sources compute from CoreWeave, Google, and Oracle in addition to Azure. AWS CEO Matt Garman, speaking at the HumanX conference in San Francisco last week, addressed Amazon's position candidly: both Anthropic and OpenAI are on AWS, both are competitors, and that is fine, because AWS has decades of experience competing with its own partners. "We promised them we won't give ourselves unfair competitive advantage," Garman said. The comment landed as reassurance. Whether it reads that way inside OpenAI's infrastructure team is a different question.
The Amazon deal gives OpenAI something it could not get from Microsoft: direct access to AWS Bedrock customers, who can now use OpenAI models through a platform that competes directly with Azure. That is the "staggering" inbound demand Dresser cited. It is also a reason the Microsoft relationship will remain complicated even as OpenAI diversifies. Azure is not going to stop being important to OpenAI. But it is no longer the only game in the building.
What the memo does not do is acknowledge the structural tension it creates. OpenAI is simultaneously a $13 billion investment from Microsoft and a company that just signed a $50 billion commitment from Microsoft's largest cloud rival. Both things are true. Both companies are trying to IPO in the same year. The memo frames this as straightforward commercial logic — enterprise customers want AWS, so OpenAI meets them there. That is probably accurate. It is also the kind of thing a company says when it needs both investors and enterprise customers to believe the growth story is clean.
The Anthropic attack lines in the same document are more straightforwardly self-serving. Dresser alleged that Anthropic's revenue is inflated by partner grossing-up, a claim Anthropic disputes, saying its accounting follows GAAP and its approach is consistent with industry practice. The "small group of elites" framing is the kind of language that plays well in a staff memo and poorly in a regulatory filing. Both companies are making their respective cases to the same pool of institutional investors ahead of the same IPO window. The competition is not just for enterprise market share. It is for valuation.