Today we're sharing a set of product updates, along with a couple of fun extras: a redesigned website and a new ad.

Letter AI raises $40M Series B to deliver real-time, deal-specific guidance for revenue teams and launches Letter Compass, our new deal intelligence product.

Enablement teams are expected to move faster than ever. Here’s how AI actually creates leverage without turning your tools and content into chaos.

We’re excited to share an important milestone for Letter AI and for the enterprise teams we serve.In the newly released G2 Winter 2026 Reports, Letter AI earned 21 badges across Sales Enablement, AI Chatbots, AI Coaching, and Digital Sales Rooms — up from 6 badges last winter.

Today, I am thrilled to announce Letter AI has raised $10.6M in Series A funding, led by Mark Roberge (founding CRO at Hubspot) at Stage 2 Capital with participation from Lightbank, Y Combinator, Formus, Northwestern Mutual Future Ventures, Mangusta, and others.

Letter earned 12 badges this quarter, doubling the number received last winter, highlighting our teams pace and deep partnership with our customers.

In our G2 report debut, we’ve earned six badges across five different categories—a milestone made possible by the incredible support of our customers.

AI is transforming revenue enablement by enhancing personalized training, content generation, and buyer engagement. Letter AI users report significant improvements, including faster onboarding, higher engagement, and substantial TCV influence. Join the Letter AI Community launching the week of July 15 to engage with peers, exchange knowledge, and access innovative AI capabilities.

Letter AI closed a $2.7M in an oversubscribed seed round. Learn how we are planning to evolve revenue acceleration with the funding.

The primary goal of revenue enablement is to boost the productivity of revenue teams, whether it’s sales, customer success, or account management.

Revenue enablement has evolved from being solely focused on sales to become a strategic function that supports the entire customer journey across various teams, including sales, marketing, and customer success. 

At Letter AI, we saw an opportunity to mend the fragmented revenue enablement landscape. Ideally, all facets of revenue enablement would be integrated within a robust infrastructure where automation eliminates repetitive tasks.