For the first time, Anthropic has surpassed OpenAI in business customer share according to Ramp's AI Index, which tracks expense data from over 50,000 companies. As of May 2026, 34.4% of Ramp's client businesses pay for Anthropic services versus 32.3% for OpenAI. Anthropic's share grew 26% over the past 12 months (from 9% in May 2025), while OpenAI's declined by 1%. The trend is corroborated by OpenRouter's leaderboard, where OpenAI last ranked above Anthropic in December 2025. Ramp's economist attributes Anthropic's rise to a deliberate strategy of targeting technical customers first before broadening its reach.

2m read timeFrom techcrunch.com
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