OpenAI's $40B Lifeline Could Vanish--Microsoft Standoff Puts Future in Jeopardy

SoftBank's mega AI bet is on shaky ground as OpenAI scrambles to rewrite its future--and Microsoft holds the pen.

Author's Avatar
Jun 19, 2025
Summary
  • OpenAI risks losing billions if it can’t fix ties with Microsoft before year-end.
Article's Main Image

OpenAI is racing against the clock to pull off a major corporate overhaul that could unlock as much as $40 billion in fresh capital. At the heart of it is a complex plan to convert its for-profit arm into a public benefit corporation—one still governed by its nonprofit parent. But there's a catch: the restructuring can't move forward without Microsoft (MSFT, Financial), which holds a sizable equity stake and deep contractual rights tied to OpenAI's APIs, IP, and Azure exclusivity. Negotiations have reportedly turned contentious, with OpenAI even weighing whether to involve antitrust regulators as a last resort. If the two sides fail to reach agreement by year-end, OpenAI could forfeit half of SoftBank's proposed investment.

Microsoft has already ceded some ground—giving up exclusive cloud rights after OpenAI launched Project Stargate with SoftBank and Oracle. But the tech giant still maintains a right of first refusal and access to OpenAI's tech through 2030. Behind the scenes, the power struggle is heating up. Bloomberg reports OpenAI is now looking to block Microsoft from accessing IP tied to its $3 billion Windsurf acquisition. Meanwhile, the Financial Times says Microsoft floated giving up equity in exchange for future tech access—underscoring how high the stakes are for both sides. Despite public assurances of a “long-term partnership,” Microsoft insiders have signaled they're prepared to walk if talks break down.

Adding pressure is OpenAI's nonprofit structure, which requires any asset transfer to be priced at fair market value—no shortcuts. With the for-profit arm's latest valuation pegged around $300 billion, any misstep could trigger legal challenges from state regulators. And then there's Elon Musk. The Tesla (TSLA, Financial) CEO is suing to block OpenAI's corporate shift altogether, with a trial already on the docket. Between the regulatory landmines, partner standoff, and internal board control issues, OpenAI's path forward is anything but guaranteed. But one thing is clear: if the company wants to secure SoftBank's billions and redefine its future, the next six months will be pivotal.

Disclosures

I/we have no positions in any stocks mentioned, and have no plans to buy any new positions in the stocks mentioned within the next 72 hours. Click for the complete disclosure