OpenAI play to win at all costs
OpenAI secured a Pentagon deal following the administration's ban on Anthropic, while simultaneously releasing GPT-5.4 and facing scrutiny over previous military usage via Microsoft Azure.
Joel Miller

Last week, the Trump administration’s confrontation with Anthropic was the biggest story in AI. Anthropic had refused to allow Claude to be used without restrictions by the Department of Defence, and the administration responded with extraordinary aggression. Trump ordered all federal agencies to stop using Anthropic products, calling the company “woke” and “out of control.” He said he wanted to “destroy” them.
Within hours of that order, OpenAI was at the table. On 27 February, it signed a deal with the Pentagon granting access to its models for “all lawful purposes” within classified networks. The timing was impossible to miss. As Fortune reported, Altman had been in talks with Pentagon officials “for weeks,” but the deal was finalised with conspicuous speed once Anthropic was out of the picture.
The backlash was immediate. SensorTower data showed a 295% spike in ChatGPT uninstalls over the following weekend. Claude, meanwhile, surged to become the most downloaded free app on the US App Store. The irony was sharp: the administration’s attempt to punish Anthropic was actively driving users towards it. By Monday night, Altman was on X admitting the deal “looked opportunistic and sloppy” and that OpenAI “shouldn’t have rushed”. By Tuesday, OpenAI announced it was amending the contract to explicitly prohibit domestic mass surveillance and to require separate approvals before intelligence agencies like the NSA could access its tools.
But a Wired investigation published this week alleges that the Pentagon has been experimenting with OpenAI’s models since 2023, through Microsoft’s Azure OpenAI service. At the time, OpenAI’s usage policy explicitly banned military applications. Both companies now say Azure OpenAI products “are not, and were never, governed by OpenAI’s policies”. In other words, the military ban that OpenAI held up as proof of its ethical commitments had a Microsoft-shaped hole in it all along.
On Wednesday, the Pentagon formally designated Anthropic a supply chain risk, making it the first American company ever to receive that label. Dario Amodei said Anthropic had “no choice” but to challenge the designation in court, calling it “legally unsound”. Former CIA director Michael Hayden was among those who wrote to Congress calling it “a category error” and “a profound departure from the law’s intended purpose”. Microsoft, Google and Amazon have all confirmed they will continue offering Claude to non-defence customers. Their lawyers have concluded the designation is narrow: it affects direct DoD contracts and nothing else. The three biggest cloud providers in the world are, in effect, calling the administration’s bluff.
While the government formally banned Anthropic and designated it a threat to national security, it appears Claude was being actively used by CENTCOM in Operation Epic Fury, the military campaign in Iran. CBS confirmed that Claude was processing satellite imagery and intelligence intercepts for targeting purposes. The US government is simultaneously banning and deploying the same AI system in a live war zone.
Into this chaos, OpenAI dropped GPT-5.4. The model is strong. It scores 75% on OSWorld for autonomous desktop tasks, surpassing human expert performance for the first time and it leads on FrontierMath. It ships with a million-token context window, new integrations, and a ChatGPT for Excel product that is a direct shot at Anthropic’s enterprise tools. OpenAI says it produces 33% fewer hallucinations than GPT-5.2. But Opus 4.6 still holds its lead on coding benchmarks and visual reasoning.
Takeaways: Contracts, designations and policy commitments appear to mean very little once AI becomes an instrument of war. The Pentagon was using OpenAI’s models through Microsoft while OpenAI publicly banned military use. Claude is being deployed in live combat operations while the government formally designates Anthropic a national security risk. The big AI firms will manoeuvre relentlessly to monetise their investments, and governments will use whatever tools serve their immediate needs regardless of what the paperwork says. In this new environment, there seems to be very little room for contract law, or principles.
