The corporate AI race just got more interesting. New spending data from Ramp, the corporate card and expense management firm, shows OpenAI is regaining ground against Anthropic among U.S. businesses — after losing the lead back in May. Among Ramp’s 70,000-plus business customers, Anthropic hit 41% market share that month to OpenAI’s 39%, and by July had stretched that to nearly 44% versus roughly 40%. But the latest Q3 numbers, according to Ramp economist Ara Kharazian, show OpenAI growing faster again.
Kharazian credits the shift to model releases. “GPT-5.6 Sol is really good, increasingly the choice for developers,” he posted on X, while noting that Anthropic’s higher-end Fable 5 “disappointed both in adoption and real-world application” given its price and data retention requirements. Anthropic caught heat recently for warning Fable users that it must retain their data for 30 days — a policy that’s clearly rubbing some business buyers the wrong way.
Ramp’s data isn’t a full market picture. It skews toward tech companies and excludes large enterprises using spend-management tools from the likes of American Express. Ramp also declined to share actual dollar figures, only percentages. But the signal is clear enough: no one has won this market permanently. Businesses are swapping vendors as each lab ships new models, and that volatility should give investors on both sides reason to question how sticky enterprise AI spending really is.
There’s a broader trend underneath the back-and-forth, though. The percentage of Ramp customers paying for any AI tool has climbed steadily — past 50% in March and approaching 56% by July. So both OpenAI and Anthropic can grow revenue even while fighting over share. The question is whether either can build the kind of moat that justifies the valuations they’re reportedly chasing ahead of IPOs. Right now, loyalty looks about as durable as a quarterly model release cycle.
