Published on
February 15, 2026
WINN.AI Receives $18M Series A Funding to Enhance Real-time AI Sales Coaching Capabilities
Tel Aviv-based WINN.AI raised $18M Series A to scale real-time AI sales coaching and CRM automation.
WINN.AI, a Tel Aviv-based startup, has secured $18 million in Series A funding to further develop its real-time AI-driven sales coaching platform. Announced on February 10, 2026, the funding round was led by Insight Partners, with participation from Mangusta Capital, S Capital, and OurCrowd. This latest investment brings the company’s total funding to $35 million since its founding in 2022.
Driving Innovation in Real-Time Sales Guidance
WINN.AI aims to transform how sales teams operate by offering live AI guidance during customer calls. Its platform acts as a co-pilot for sales representatives, providing real-time prompts to ensure adherence to sales methodologies such as MEDDIC, SPICED, and BANT. In addition to guiding discussions, the platform captures call insights and integrates seamlessly with customer relationship management (CRM) systems such as Salesforce and HubSpot, drastically reducing manual data entry.
"[WINN.AI] standardizes excellence", said Pablo Dominguez of Insight Partners, underscoring the company’s focus on delivering consistent performance for scaling sales teams. Kevin Jiang of Mangusta Capital described the platform as an "AI co-pilot for consistent selling."
sbb-itb-e766981
Proven Results Back the Technology
The company’s measurable impact has been validated by its customers, including Deel, Cyera, and Kaseya. Deel reported a 33% increase in win rates after five months of using WINN.AI’s platform, while Cyera achieved a twofold improvement in CRM fill rates and a 20% increase in playbook adherence. Kaseya highlighted a 98% reduction in administrative tasks for its team of 1,200 sales representatives. These results reflect a growing demand for tools that enable real-time, data-driven performance improvements.
WINN.AI’s annual recurring revenue (ARR) tripled in 2025, representing a 30-fold growth over two years. The company’s ability to deliver quantifiable results has positioned it as a standout player in the competitive sales technology landscape.
Funding to Support U.S. Expansion and Beyond
The $18 million investment will primarily facilitate WINN.AI’s expansion in the U.S. market, where the company already works with enterprise clients. Additionally, the funds will support research and development efforts to broaden the platform’s applications beyond sales, targeting areas such as customer success and human resources. The company also plans to grow its team, which currently comprises over 40 employees.
A Competitive Edge in the Sales AI Market
Unlike many AI tools that focus on post-call analysis, WINN.AI’s platform is optimized for real-time intervention. The system listens to live calls, detects objections or technical questions, and surfaces precise answers from a company’s knowledge base within seconds. This proactive approach minimizes delays in coaching and fosters immediate behavioral adjustments during calls.
As the sales technology market continues to attract significant investment - reportedly nearing $4 billion last year - WINN.AI is betting on its real-time capabilities to distinguish itself in a competitive field.
Looking Ahead
With its rapid growth and a strong focus on U.S. market penetration, WINN.AI is poised to redefine how sales teams leverage AI to achieve better outcomes. By delivering real-time solutions that improve efficiency and adherence to best practices, the company positions itself as a leader in the next wave of AI-driven sales enablement tools.
WINN.AI’s success underscores the growing importance of proactive, workflow-integrated AI solutions for revenue teams, and its continued innovation could set a new standard for sales efficiency in the years to come.
