Winn.AI Team

Tel Aviv-based Winn.AI announced an $18 million Series A funding round on February 11, 2026, led by Insight Partners, Mangusta Capital, and S Capital, with participation from Moneta, HighSage Ventures, Alumni Ventures, Sarona Ventures, and OurCrowd. The real-time AI sales assistant platform has tripled annual recurring revenue in 2025 alone while growing 30 times over the past two years and maintaining a zero percent churn rate among enterprise customers.

Winn.AI differentiates itself from competitors through real-time guidance during live sales calls rather than post-call analysis. Most AI tools in the sales category record calls and provide retrospective feedback on why deals were lost, creating what CEO Eldad Postan-Koren describes as a "post-mortem approach" with limited practical value. Winn.AI instead provides sales representatives with immediate answers from organizational knowledge bases as objections and technical questions arise during conversations.

The platform listens to sales calls in real time, identifies customer objections, surfaces relevant information from CRM systems and internal documentation, and guides representatives through established playbooks without interrupting natural conversation flow. This approach transforms organizational sales methodologies from conference room strategies into live execution tools that ensure consistent application of best practices across entire teams.

Winn.AI serves leading technology companies including Deel, Cyera, Intercom, Kaseya, WalkMe, and Snyk, with documented performance improvements validating the real-time assistance model. Global HR-tech company Deel saw win rates jump 33 percent after five months with Winn.AI, according to Olivier Elbaz, Global Head of Expansion at Deel. Data security unicorn Cyera doubled its CRM fill rate and increased playbook usage by 20 percent after implementing the platform. IT management company Kaseya synchronized 1,200 sales representatives and reduced administrative time by 98 percent through automated data capture and CRM integration.

The company plans to use Series A capital to expand its United States go-to-market team while continuing heavy research and development investment. Winn.AI currently employs over 40 people with offices in Israel and the United States, with primary market focus on North America while seeing strong organic traction in the United Kingdom and Europe. The company is not yet profitable but is prioritizing growth and market share capture over near-term profitability.

Winn.AI launched in June 2023 and has expanded beyond its initial focus on account executives to serve sales development representatives, account managers, solutions engineers, and customer success teams. Postan-Koren noted the company is also seeing demand from non-sales departments including support and human resources, suggesting broader applications for real-time AI guidance beyond sales workflows.

Venture funding to AI-related sales and marketing startups reached close to $4 billion in 2025, representing a significant increase over the $3.4 billion raised in 2024, according to Crunchbase data. This growth reflects enterprise appetite for AI tools that deliver measurable productivity gains and revenue impact rather than experimental implementations with unclear return on investment.

Kevin Jiang, managing partner at Mangusta Capital, described Winn.AI's offering as an AI co-pilot that can "empower revenue teams in real time to sell more effectively and consistently in the future," emphasizing the platform's ability to bridge the gap between sales strategy and consistent execution at scale.

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