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Letter AI Pulls In $40M Series B Round

2026-02-25
CHICAGO, IL, Letter AI, the AI-native revenue enablement platform for the world's leading go-to-market teams, today announced it has raised a $40 million Series B funding round.
The round was led by Battery Ventures, with participation from Y Combinator, Lightbank, Northwestern Mutual Future Ventures, Stage 2 Capital, and existing investors. The new funding will be used to scale product development, expand the team globally, and accelerate go-to-market efforts as enterprises move away from fragmented, low-adoption enablement tools toward AI-native platforms built for modern revenue teams.

Letter AI is an AI-native revenue enablement platform that turns a company's existing knowledge into real-time, deal-specific guidance for go-to-market teams. Rather than organizing static content and training, Letter AI dynamically generates personalized enablement and coaching based on live deal context, so sellers get what they need in the moment a deal is happening. Built from the ground up as a platform, Letter AI connects content, coaching, learning, and buyer engagement into a single intelligent system, driving higher adoption, faster onboarding, and more time spent with customers.
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