Anthropic and OpenAI now have a reported combined annual recurring revenue (ARR) of more than $115 billion, approaching Microsoft’s roughly $150 billion annualized run rate in its Productivity and Business Processes segment and exceeding the trailing-12-month revenue of SAP, Salesforce and Adobe combined. Anthropic’s ARR rose from approximately $9 billion at the end of 2025 to $47 billion by mid-May 2026, with estimates placing its run rate at $65 billion to $75 billion by the end of July. OpenAI’s ARR increased from an estimated $20 billion to $25 billion at the end of 2025 to around $40 billion to $41 billion by July, while internal reports indicated monthly growth above 20% in July. Ramp’s AI Index, which tracks anonymized corporate payments rather than surveys, showed OpenAI’s quarter-over-quarter enterprise growth at 82 in mid-August 2026, ahead of Anthropic’s 76. Anthropic nevertheless led adoption among Ramp’s tracked U.S. businesses in July, at 43.5% versus OpenAI’s 39.7%, while OpenAI’s GPT-5.6 Sol accounted for 25% of tokens and 23% of corporate AI spending. The figures indicate expanding enterprise use driven by multi-year contracts, workflow integration, coding and productivity applications, agentic software-development tools and API demand, although cloud revenue-sharing arrangements may mean gross ARR overstates the amount reaching the companies’ bottom lines.