Ramp data: Anthropic's enterprise market share surpasses OpenAI for first time in May, friction with Trump administration unexpectedly boosts sales

Corporate spending data platform Ramp has disclosed that Anthropic’s Claude series saw its share of the enterprise AI subscription market rise to 41% in May 2026, surpassing OpenAI’s 39.5% for the first time — with the latter remaining essentially flat from the previous month. Ramp Chief Economist Ara Kharazian noted that Anthropic’s best-ever month for enterprise procurement happened to be the very month in March when the Department of Defense designated it a „supply chain risk“; „when your model is singled out as ‘too dangerous to use,’ it actually builds a considerable halo effect.“ The above data comes from over 70,000 enterprise customers on the Ramp platform. In roughly a third of transactions where model details are visible, enterprise usage is concentrated across various versions of Claude Opus, especially more recently released ones; Mythos has had a shorter shelf life (available to limited users starting April), and Fable 5 was taken down just days after its launch, and the drag on overall revenue cannot yet be precisely quantified from spending data.

The article notes that this trend provides a fuller context: in late May, Anthropic completed a $65 billion funding round at a $96.5 billion valuation, filed confidential IPO documents that same month, and announced it would soon record its first profitable quarter. Entering June, Commerce Secretary Lutnick sent a letter calling for a full suspension of foreign nationals — including Anthropic’s non-US employees — from accessing Mythos 5 and Fable 5, prompting the company to take down both models entirely. Kharazian believes this friction with the government is likely to further enhance Anthropic’s brand appeal among enterprise users; however, TechCrunch points out that the controversy itself could cast a shadow over the upcoming IPO — as public market investors are typically cautious about companies in disputes with the government. Opus 4.8 remains publicly available and is currently the main model driving actual enterprise spending.

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