Kana raised $15M seed led by Mayfield for agentic AI marketing platform. SF-based startup uses AI agents for precision audiences, AEO, real-time analytics, and campaign optimization targeting DTC brands, retailers, and agencies. (147 characters)

Letter AI Raises $40M Series B for Revenue AI

Letter AI raised $40M Series B led by Battery Ventures for generative AI revenue enablement platform. Delivers personalized coaching, content boosting win rates 30%+ for Lenovo, Adobe. Launches Letter Compass amid G2 leadership.

Emel Kavaloglu

Feb 24, 2026

Letter AI Raises $40M Series B for Revenue AI

Letter AI, a generative AI-powered revenue enablement platform, has raised $40M in Series B funding led by Battery Ventures. The company transforms passive sales enablement into active intelligence through personalized content, training, coaching, and buyer engagement tools. The capital will accelerate product innovation, including the launch of Letter Compass, and support customer expansion.

Sales Enablement AI Momentum Surges

The timing aligns with surging demand for AI-driven sales tools. Letter AI secured this round just four months after its $10.6M Series A, highlighting rapid investor confidence. Its 21 G2 Winter Badges, including Highest Momentum in Sales Enablement, Best Support, and Easiest to Use, position it ahead in a competitive field.

Sales Teams Struggle with Generic Tools

Revenue teams in enterprises face persistent challenges: static training fails to adapt to deal-specific needs, leading to suboptimal win rates and prolonged onboarding. Customers like Lenovo report accelerating over $400M in total contract value (TCV), underscoring the scale of inefficiency in traditional approaches. Current solutions lack real-time, personalized guidance, leaving sales reps without contextual intel during critical buyer interactions.

Generative AI Delivers Deal-Specific Coaching

Letter AI differentiates with an AI-native stack: Letter Compass acts as a personalized command center offering deal-specific guidance, intel, and coaching. Additional tools include AI-powered training with roleplay simulations, personalized content generation, a real-time AI co-pilot indexed on company data, and RFP automation via Deal Pursuit.

Unlike legacy platforms reliant on generic content libraries, Letter AI integrates generative AI deeply with CRM and conversation intelligence for hyper-personalized enablement. This approach claims 30%+ win rate improvements and 80% faster onboarding.

Battery Ventures Fuels Rapid Expansion

Battery Ventures led the $40M Series B, following the quick Series A, signaling strategic validation for AI revenue platforms. This growth capital emphasizes scaling amid enterprise adoption by firms like Adobe, Roku, and Aidoc. The investment aligns with Letter AI's strategy to embed AI agents throughout the revenue lifecycle.

G2 Leadership Signals Market Shift

The sales enablement market favors AI innovators, as evidenced by Letter AI's doubled G2 badges and SOC 2 Type II certification. Traction includes serving technology companies with quantifiable ROI, such as Zip and Redpanda. Investors bet on platforms that turn data into actionable intelligence, fragmenting the space by AI depth.

Compass Launch Drives Next Phase

With the Series B, Letter AI launched Letter Compass, its flagship personalized command center. Plans target deeper enterprise penetration, leveraging existing customers for national and global expansion while hiring to support product milestones.

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