WINN.AI, a Tel Aviv-based startup specializing in real-time AI-driven sales coaching, has secured $18 million in Series A funding led by Insight Partners, bringing its total funding to $35 million to support its expansion into the U.S. market and enhance its platform's capabilities.

Information on the target

WINN.AI, a startup based in Tel Aviv, has successfully raised $18 million in Series A funding to enhance its innovative real-time AI-driven sales coaching platform. Announced on February 10, 2026, this funding round was spearheaded by Insight Partners, with additional contributions from Mangusta Capital, S Capital, and OurCrowd. With this latest investment, WINN.AI's total funding has reached $35 million since its inception in 2022.

The company is dedicated to transforming the operations of sales teams by providing live AI guidance during customer interactions. Its platform serves as a co-pilot for sales representatives, delivering real-time prompts that ensure adherence to established sales methodologies such as MEDDIC, SPICED, and BANT. Furthermore, the platform captures valuable call insights and integrates seamlessly with popular customer relationship management (CRM) systems like Salesforce and HubSpot, significantly reducing the need for manual data entry.

Industry overview in the target’s specific country

The sales technology industry in Israel has been experiencing rapid growth, driven by the increasing adoption of artificial intelligence across various sectors. As a hub for innovation, Israel boasts a vibrant startup eco

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Insight Partners

invested in

WINN.AI

in 2026

in a Series A deal

Disclosed details

Transaction Size: $18M

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