WINN, a Tel Aviv-based startup, raised $18 million in Series A funding led by Insight Partners. The company aims to move Sales AI from “post-game” analysis to “in-game” execution.
The big picture: Traditional sales tools record calls to tell reps why they failed after the fact. WINN provides live prompts during conversations to ensure playbook adherence and automate CRM data entry.
By the numbers:
- 33%: Win rate jump reported by Deel after five months.
- 98%: Admin time slashed for Kaseya’s 1,200-rep team.
- 30X: Platform growth over the past two years.
Reality check: WINN faces a crowded “AI Copilot” market where differentiation is rapidly eroding. The risk of “prompt fatigue” is real—over-guiding reps during live calls can stifle the human connection essential for trust. Furthermore, as Salesforce and Microsoft integrate similar real-time features natively, WINN must justify why it deserves a separate spot in the enterprise stack.
Key Details
- Funding: $18M (Series A)
- Lead: Insight Partners
- CEO: Eldad Postan-Koren
- Sector: Sales Tech / Revenue Intelligence
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