Winn.AI Secures $18M Series A Funding to Revolutionize Real-Time AI Sales Coaching

Tel Aviv-based Winn.AI has raised $18 million in a Series A funding round.

The round was co-led by Insight Partners, S Capital, and Mangusta Capital, bringing total funding to $35 million since 2022.

Real-Time AI Transforming Sales Calls

Winn.AI delivers a proactive AI assistant that guides sales reps during live prospect conversations.

Unlike retrospective tools, it emphasizes real-time execution over post-call analysis.

The platform integrates with CRM and BI systems to streamline pre- and post-call admin tasks.

Rapid Growth and Esteemed Customers

Co-founded in 2022 by CEO Eldad Postan-Koren and CTO Bar Haleva, the startup now employs over 40 people.

It tripled annual recurring revenue in 2025 and serves clients like Deel, Kaseya, and Cyera.

Expansion Plans and Market Momentum

New funds will bolster the U.S. go-to-market team and R&D investments.

Winn.AI aims to extend beyond account executives to sales development, customer success, and non-sales roles.

CEO Postan-Koren stated, “We help the rep navigate the conversation while it’s happening to ensure the right questions are asked.”

In a sector raising nearly $4 billion last year, Winn.AI promises to standardize sales excellence.