Anthropic Wins 70% of Head-to-Head Matchups Against OpenAI Among First-Time Enterprise Buyers

In February 2026, Anthropic secured roughly 70% of direct comparisons against OpenAI when enterprises evaluated AI platforms for the first time, according to Ramp's AI Index. The win rate reflects a marked shift in enterprise preference as overall business AI adoption reached 47.6%. OpenAI, though still the most widely used AI model provider, recorded its largest monthly decline on record—1.5%—in February. The divergence suggests enterprises increasingly favor Claude for new deployments, particularly in regulated sectors like finance and insurance.