WINN.AI, a startup that provides real-time guidance to sales teams during customer calls, said Wednesday it has raised $18 million in Series A funding.
The round was led by Insight Partners, Mangusta Capital and S Capital, with participation from Moneta, Highsage, Alumni Ventures, Sarona Ventures and OurCrowd.
The funding follows what the company described as growing traction among large enterprise customers since its launch in June 2023. WINN.AI said improvements to the efficiency and reasoning capabilities of its platform helped accelerate growth over the past year.
The company said it tripled annual recurring revenue in 2025 and has grown 30-fold over the past two years, while maintaining what it described as a 0% churn rate among enterprise clients.
WINN.AI’s platform is designed to address the challenge of maintaining consistent sales execution across large teams. As sales processes become more complex, companies often struggle to ensure representatives adhere to updated playbooks and best practices during live conversations.
The platform delivers real-time prompts and guidance during calls and integrates automatically with enterprise customer relationship management systems and business intelligence tools. The company said customers have reported measurable improvements in win rates, operational efficiency and playbook adoption.
“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, WINN.AI’s co-founder and chief executive. “We let AI handle the 'science' of the sale so the rep is free to master the 'art' of the connection.”
Among customers cited by the company: Deel, a global HR technology company, reported a 33% increase in win rates after five months using WINN.AI, according to Olivier Elbaz, the company’s global head of expansion; Cyera, a data security company, said it doubled its CRM data fill rate and increased playbook usage by 20% after adopting the platform, according to Nate Sintros, its revenue operations manager; Kaseya, an IT management company, said the system helped coordinate 1,200 sales representatives and reduce administrative time by 98%; and Postan-Koren said the company differentiates itself from traditional sales analytics tools by focusing on live execution rather than post-call analysis.
“The era of 'Post-Game Analysis' is over,” he said. “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.”
The company said the Series A funding will be used to expand in the U.S. market and continue product development.
Pablo Dominguez, an operating partner at Insight Partners, said the platform helps sales leaders standardize execution across teams and improve adherence to sales playbooks.
Kevin Jiang, managing partner at Mangusta Capital, said the firm invested in WINN.AI because it believes real-time AI assistants will reshape sales by automating administrative work, improving CRM data quality and guiding representatives during live calls.
Founded in 2022, WINN.AI serves companies in technology, software-as-a-service and professional services sectors.