Winn.AI
Real-time AI assistant that guides reps live on sales calls.
About
Winn.AI joins your sales meetings over Zoom, Google Meet, or Teams and acts as a live co-pilot instead of a passive recorder. It tracks which playbook talking points the rep has covered and which are still open, quietly surfaces answers when the prospect asks a question, and captures the prospect's responses into CRM fields automatically. It ships playbook templates for MEDDICC, SPICED, BANT, Challenger, and Gap Selling.
The Tel Aviv company was founded in 2021, raised $17M in seed funding led by Insight Partners, and closed an $18M Series A in February 2026. The Pro plan starts around $59 per user per month with unlimited meetings and CRM updates, while Enterprise is custom priced. Vendor-attributed customer outcomes include 30% higher playbook adoption in four weeks, 9x CRM data fill rates, and about 85% less admin work. It does not record video, and its multi-meeting analytics are thinner than classic conversation intelligence tools.
What it can do
- Real-time playbook tracking with covered/open talking points
- Live in-call guidance and question answering
- Automatic capture of prospect answers into CRM fields
- Playbook templates: MEDDICC, SPICED, BANT, Challenger, Gap Selling
- Auto-generated call summaries and follow-up emails
- One-click CRM sync for Salesforce and HubSpot
- Automated Slack updates after calls
- Enterprise SSO and custom objects on higher plans
Setup
- Connect your calendar and Salesforce or HubSpot.
- Pick a playbook template or build your own talking points.
- Add Winn.AI to your calls via calendar invite.
- Review real-time guidance and approve the one-click CRM sync.
Prerequisites
Zoom, Google Meet, or Microsoft Teams; Salesforce or HubSpot CRM.
Use cases
Works with
Trust score — 6/10
Scored 6/10 (TIER metrics, metrics-v1). Evidence: $35M total funding across seed and 2026 Series A (Insight Partners, Mangusta, S Capital); methodology templates documented across directories; $59/user/month Pro pricing widely reported. Strengths: real-time in-call coaching is a genuine differentiator, strong playbook coverage. Docked for: (1) thin independent review coverage for a 2021-founded tool; performance claims like 9x CRM fill are vendor-attributed, not independently tested; (2) no video recording and limited multi-meeting analytics. License: proprietary.
How the trust score is built
Full methodology →- Adoption · stars/downloads, log-scaled vs peers
- 6.0/10
- Maintenance · recency, releases, issue load
- 7.0/10
- Openness · license + docs
- 4.0/10
- Manual review · sanity read + red-flag check
- 7.0/10
- · Founded 2021 Tel Aviv; $17M seed + $18M Series A (Feb 2026, Insight Partners co-led)
- · Pro ~$59/user/mo with unlimited meetings; Enterprise custom
- · Playbook templates for MEDDICC, SPICED, BANT, Challenger, Gap Selling
- · Performance claims (30% adoption lift, 9x CRM fill, 85% less admin) vendor-attributed
- · Thin independent review coverage; no video recording
Sources
Every fact above was checked against these sources. Where a claim comes from the provider and couldn't be independently verified, the text says so.