Letter AI
Empowering B2B sellers with AI-powered training, coaching, and content
Chicago, United States · Founded 2023 · $51.1M raised
- Headquarters
- Chicago, Illinois
- Employees
- 1–10
- Founded
- 2023
- Business Model
- B2B
- Website
- letter.ai
- Total Funding
- $51.1M
- Last Round
- $40.0M Series BFeb 2026
- Rounds
- 5
About
Letter AI is the world's first generative AI powered revenue acceleration platform. Build and maintain all the collateral and training you need 10x faster with generative AI. Personalize instantly by vertical or individual customers using existing data. Ask questions in real-time to your own co-pilot with expertise in your data. Scale coaching with realistic and hyper-personalized AI roleplay. Reach out to learn more about how both large enterprise like Lenovo and Adobe and growing startups like Paro and DealerBuilt are delivering real value for their revenue teams using the Letter AI platform.
Summary
Letter AI is an Artificial Intelligence company based in Chicago, United States, founded in 2023. It has raised $51.1M in total across 5 rounds, most recently a $40.0M Series B round in Feb 2026. Investors include Stage 2 Capital, Battery Ventures and Y Combinator Continuity Fund.
Tech & App Stack
5 technologies & apps tracked
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Funding History
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Feb 2026
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Seed through Series B — per-round amounts, valuations, and who invested in each round.
Investors
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