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
Totals include recorded grants and other qualifying funding, not just equity. What counts toward funding.
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.
Tech & App Stack
9 technologies & apps tracked
Every product and vendor across these categories, with where each signal came from.
Create a free account with 25 free credits every month, no card needed, to unlock the full tech & app stack, funding history, and valuations.
Funding History
Feb 2026
Sign up to see all 5 events
Funding: Seed through Series B. Amounts, valuations, and investors where available.
Investors
Similar Companies
OpenAI is an AI research and deployment company dedicated to ensuring that general-purpose artifi...
Databricks provides a unified data and AI platform that helps enterprises build and run applicati...
ByteDance is a Chinese technology company that utilizes AI to distribute content based on users' ...
Genesys empowers more than 8,000 organizations worldwide with Genesys Cloud, an agentic AI experi...
Appears in
Your company? Embed this profile
Add the live badge to your site — it stays current as your funding data updates.
<a href="https://indexed.vc/companies/letter-ai"><img src="https://indexed.vc/api/badge/company/letter-ai" alt="Letter AI on Indexed.vc" width="260" height="76" /></a>