WINN.AI, a real-time revenue execution platform delivering live guidance during customer calls, announced $18 million in Series A funding led by Insight Partners, Mangusta Capital and S Capital, with participation from Moneta, Highsage, Alumni Ventures, Sarona Ventures, and OurCrowd. Strong enterprise traction since the 2023 launch helped triple annual recurring revenue in 2025, expand 30X in two years, and maintain 0% churn.
Real-Time AI Guidance for Sales Execution
WINN.AI enables consistent execution across sales teams by guiding representatives in real time and syncing automatically with CRM and business intelligence systems, improving win rates and adoption of best practices. “Every sales leader knows exactly what a winning call sounds like, but they can’t be in the room to guide it every time,” said Eldad Postan-Koren, CEO and Co-Founder of WINN.AI. “We let AI handle the ‘science’ of the sale so the rep is free to master the ‘art’ of the connection. Our customers see the quality of conversations rise immediately: the AI ensures consistency, and the human ensures trust.”
Customers Report Measurable Revenue Impact
Customers report significant gains. Deel lifted win rates 33% in five months. “WINN.AI allows us to standardize best practices across the entire team by guiding conversations in real-time,” said Olivier Elbaz, Global Head of Expansion at Deel. “That 33% win rate increase proves that consistency drives revenue.” Cyera doubled CRM fill rates and increased playbook usage by 20%. “You can’t build a data-driven strategy on manual entry -it’s too inconsistent,” said Nate Sintros, Revenue Operations Manager at Cyera. “WINN.AI automated the capture. Our CRM fill rate doubled and playbook usage jumped 20%, turning our biggest blind spot into our most reliable data asset.” Kaseya aligned 1,200 reps and cut admin time by 98%.
“The era of ‘Post-Game Analysis’ is over,” said Eldad Postan-Koren, CEO of WINN.AI. “Traditional Sales AI is passive – recording calls to tell you why you lost. WINN.AI is active. We don’t analyze the past; we shape the present. By guiding execution in real-time, we change the outcome while the customer is still on the call.” Funding will fuel U.S. expansion and further product development.