SilkChart (YC S22)
Go Beyond Call Recording - Boost Playbook Adoption, Have Winning Conversations | Built for B2B Sales | Now FREE Forever✨
7 employees · est. 2022 · San Francisco, United States
WINN.AI
Real-time AI guidance that knows your deal better than anyone in the room, on every sales call.
77 employees · est. 2021 · Israel
WINN.AI is the older company (2022 vs 2021); WINN.AI is the larger of the two.
Side-by-Side Comparison
| Metric | SilkChart (YC S22) | WINN.AI |
|---|---|---|
| Founded | ||
| Founded | 2022 | 2021 older |
| Headquarters | ||
| Headquarters | San Francisco, United States | Israel |
| Employees | ||
| Employees | 7 | 77 larger |
| Industry | ||
| Industry | AI, SaaS, CRM and Sales | Analytics, Marketing, CRM and Sales |
| Funding Stage | ||
| Funding Stage | Seed | Series A |
| Total Funding | ||
| Total Funding | $5.70M | $35.00M |
| Funding Rounds | ||
| Funding Rounds | 2 | 2 |
| Services | ||
| Services | AI-driven sales call analysis and performance optimization platform for B2B SaaS sales teams | Real-Time Sales Guidance, Automated Admin Work, Playbook Optimization, AI-Driven Sales Insights |
| Target Customers | ||
| Target Customers | B2B SaaS sales teams, Sales Managers, Individual Sellers | Sales Leaders, Sales Representatives, Revenue Operations Teams, GTM Teams, Enterprise Sales Teams |
| Taxonomy | ||
| Taxonomy | AI Sales Assistant, B2B Sales, Playbook Adoption, Sales Performance, Sales Coaching, Sales Enablement, Conversation Analysis, Actionable Feedback, Prospect Understanding, Deal Winning Strategies | AI Assistant, Sales Automation, Real-time Insights, CRM Automation, Sales Coaching, GTM Execution Platform, Pipeline Visibility, Objection Handling, Knowledge Management, Sales Playbook Optimization, Structured Insights, Revenue Team Support, Sales Productivity, Deal Closing Efficiency, Sales Process Improvement |
| Website | ||
| Website | silkchart.com | winn.ai |
About SilkChart (YC S22)
SilkChart, a Y Combinator S22 cohort startup, is positioned as a transformative player in the B2B sales domain. Founded in 2022, the United States-based company provides an advanced AI Sales Assistant, specifically designed to enhance playbook adoption and improve sales conversations. By offering im...
About WINN.AI
WINN.AI, founded in 2021, is an innovative player in the Analytics, Marketing, CRM, and Sales industries, headquartered in Israel. The startup offers a real-time AI assistant that enhances the efficiency of sales teams by reducing busywork and increasing deal wins. The company markets itself as a G...
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Compiled from the BounceWatch company index. We last looked at SilkChart (YC S22) on 11 Jun 2025, and WINN.AI on 30 Aug 2026. Where a field is blank here, it means we have not recorded it — not that the answer is zero. How we source and date this.