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Feb. 14, 2026, 9:38 a.m.
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WINN.AI Raises $18M Series A Funding to Revolutionize Real-Time Sales Assistance

Brief news summary

WINN.AI, founded in 2022, is an AI-driven sales assistant platform that raised $18 million in Series A funding led by Insight Partners, along with Mangusta Capital and S Capital. Since launching in 2023, WINN.AI has tripled its annual recurring revenue and expanded its enterprise customer base by 2025. The platform delivers real-time sales call guidance, automates CRM data capture, and ensures compliance with sales playbooks, helping large sales teams maintain top performance. Clients like Deel, Cyera, and Kaseya have reported higher win rates, improved data accuracy, and increased operational efficiency. Unlike traditional tools that analyze sales calls post-conversation, WINN.AI actively improves live interactions. The new funding will accelerate U.S. market expansion and product development. By integrating with CRM and business intelligence systems, WINN.AI reduces administrative tasks and enhances real-time coaching, empowering tech and SaaS revenue teams to sell more effectively and consistently.

Insider Brief WINN. AI, an AI-powered real-time sales assistant platform, has raised $18 million in Series A funding led by Insight Partners, with participation from Mangusta Capital, S Capital, and others. The funding will support U. S. expansion and ongoing product development. Launched in June 2023, WINN. AI’s platform offers live guidance during customer calls, automatically captures CRM data, and helps enterprise sales teams ensure consistent execution and adherence to playbooks. This technology addresses the complexity of modern sales by providing real-time coaching to reps and integrating seamlessly with enterprise CRM and business intelligence systems, leading to improved win rates, operational efficiency, and standardized sales practices. Since its launch, WINN. AI has tripled its annual recurring revenue (ARR) by 2025, achieved 30X growth over two years, and maintained a 0% churn rate among enterprise clients.

CEO and Co-Founder Eldad Postan-Koren emphasizes that WINN. AI shifts sales AI from passive post-call analysis to active, real-time guidance, allowing reps to focus on relationship building while AI manages the sales "science. " Real impact is demonstrated through key customer successes: - Deel, a global HR-tech company, increased win rates by 33% within five months using WINN. AI’s real-time guidance, enabling team-wide best practice standardization. - Cyera, a data security unicorn, doubled CRM data capture rates and improved playbook adherence by 20%, automating data entry to eliminate inconsistencies. - Kaseya, an IT management firm, synchronized 1, 200 sales reps and reduced administrative time by 98% via seamless platform integration, facilitating efficient scaling. Insight Partners’ Operating Partner Pablo Dominguez highlights that WINN. AI helps sales leaders scale teams by standardizing excellence and enhancing playbook adoption. Mangusta Capital’s Managing Partner Kevin Jiang notes the platform’s ability to automate busywork, improve CRM data quality, and provide live support, fundamentally transforming sales processes. Founded in 2022, WINN. AI serves clients across technology, SaaS, and professional services industries. For more details, visit www. winn. ai. Insight Partners is a global investor in software and technology companies, managing over $90 billion in assets with more than 875 investments and 55 IPOs worldwide. More information at insightpartners. com or on X @insightpartners. Media Contact: Oren Hacohen, VP Marketing oren. hacohen@winn. ai


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