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Sales startup Letter AI raises $40 million in Series B funding led by Battery Ventures to enhance its AI-powered sales tools.

PRIVATEFeb 24, 2026

Amount Raised

$40 Million

Round Type

Series B

ChicagoSoftwareArtificial IntelligenceEnterprise SoftwareMachine LearningSaaS

Investors

Y CombinatorLightbankNorthwestern Mutual Future VenturesStage 2 CapitalBattery Ventures

Description

Letter AI has secured $40 million in Series B funding just four months after its previous $10.6 million Series A round. The funding, led by Battery Ventures, will support product development and global team expansion. Letter AI aims to unify sales tools into a single platform, enhancing customer engagement. The company serves customers in 30 countries, including Lenovo and Adobe.

Quick answer

Letter AI raised $40 Million in a Series B round, dated February 24, 2026. Investors: Y Combinator, Lightbank, Northwestern Mutual Future Ventures, Stage 2 Capital and Battery Ventures. Letter AI is based in Chicago, Illinois, United States.

How much did Letter AI raise?
Letter AI raised $40 Million in a Series B round on February 24, 2026.
Who invested in Letter AI?
Y Combinator, Lightbank, Northwestern Mutual Future Ventures, Stage 2 Capital and Battery Ventures are named as investors in this round.
What does Letter AI do?
Letter AI is a Chicago-based sales startup that provides AI tools to streamline sales processes.
Where is Letter AI based and how big is it?
Letter AI is based in Chicago, Illinois, United States. Fundz records about 60 employees.
Who are the decision-makers at Letter AI?
Fundz holds 2 contacts at Letter AI, including the Co-Founder & CTO. Names and contact details are shown to Fundz members.

Source: Fundz verified event record.

Who else raised in Enterprise Software and SaaS around the same time

Companies in the same sectors as Letter AI that raised within 45 days of this round, from Fundz verified event records.

  • Handhold raised $3.5M (Seed) on April 7, 2026.
  • Doss raised $55M (Series B) on March 26, 2026.
  • Highlight AI raised $40M (Series A) on March 24, 2026.
  • Aerchain raised $13M (Series A) on March 18, 2026.
  • Gumloop raised $50M (Series B) on March 12, 2026.
  • Coreworks raised $5M (Seed) on March 11, 2026.

Who to call at Letter AI, and when

A new round usually means Letter AI is about to hire and buy. The teams that reach out first get the meeting.

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  • The decision-makers there, with verified emails
  • Who you already know at Letter AI, from your own LinkedIn network

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Company Information

Company

Letter AI

Location

Chicago, Illinois, United States

About

Letter AI is a Chicago-based sales startup that provides AI tools to streamline sales processes. Its software unites disparate tools into a single 'command center,' helping sellers to engage more effectively with customers. The company has recently launched a new product, Letter Compass, which offers personalized sales guidance. It aims to reshape the sales landscape by improving training, content management, and buyer engagement.

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Related People

2 contacts
Verified contactsArmen, Co-Founder & CTO hidden hiddenSee plans and pricing
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Funding Insights

What this usually means
Timeline to next round
Series B companies typically work for 15-20 months before raising new capital
Growth expectations
Series B companies are expected to scale rapidly and expand market reach

Letter AI raised. Fundz records a round at a median of 3.6 minutes from the SEC filing, with the decision-maker attached.

145 of these a day, filtered to the companies you pick, with the decision-maker attached.

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