The Machines Are
Thinking. We Are Too.

TL;DR Anthropic vs OpenAI is the defining enterprise AI rivalry of 2026. Ramp’s spending data indicates Anthropic overtook OpenAI in business adoption in early 2026, though this reflects one proxy measure, not a full market census. Bloomberg (2026) confirms Anthropic surpassed a $19 billion annualised revenue run rate. OpenAI reported $25 billion in annualised revenue as of February 2026. The contest is far from settled, and the strategic implications for enterprise buyers are more consequential than the headline numbers suggest.