Letter AI Raises $40 Million in Series B
Letter AI, a Chicago, IL–based AI-native revenue enablement platform, has raised $40 million in a Series B funding round.
Letter AI, a Chicago, IL–based AI-native revenue enablement platform, has raised $40 million in a Series B funding round.
Investors
The round was led by Battery Ventures, with participation from Y Combinator, Lightbank, Northwestern Mutual Future Ventures, Stage 2 Capital, and existing investors.
Battery Ventures partners with exceptional founders and management teams developing category-defining businesses in markets including software and services, enterprise infrastructure and AI, healthcare IT, and industrial technology and life-science tools. Founded in 1983, the firm backs companies at all stages, from seed and early stage to growth and buyout, and invests globally from offices in Boston, San Francisco, Menlo Park, New York, London, and Tel Aviv.
Letter AI Use of Funds
The company will use the funding to expand product development, scale its global team, and accelerate go-to-market efforts for AI-driven revenue enablement.
About Letter AI
Founded by Ali Akhtar and Armen Forget, Letter AI is an AI-native revenue enablement platform designed to deliver real-time, deal-specific intelligence to enterprise sales teams. It connects content, coaching, learning, and buyer engagement into a single system that adapts to each seller and deal context. Its platform includes Letter Compass, which provides live, actionable guidance integrated with CRM data, enabling teams to optimize sales outcomes and accelerate revenue cycles. Headquartered in Chicago, Illinois, Letter AI serves global enterprises including Lenovo, Adobe, Novo Nordisk, Plaid, Zip, RingCentral, Kong, and SolarWinds, and supports revenue teams across more than 30 countries.
Funding Details
Company: Letter AI, Inc.
Raised: $40.0M
Round: Series B
Funding Date: February 2026
Lead Investor: Battery Ventures
Additional Investors: Y Combinator, Lightbank, Northwestern Mutual Future Ventures, Stage 2 Capital, existing investors
Company Website: https://www.letter.ai/
Software Category: AI Revenue Enablement / Deal Intelligence Platform
