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Yesware vs Chili Piper

A side-by-side comparison built from both listings. Blank cells mean the company has not given that detail; we never guess.

Yesware compared with Chili Piper
DetailYeswareChili Piper
What it doesSales engagement platform for Gmail and Outlook Turn visitors into pipeline with AI-led experiences
StageEstablished Established
Founded2010 2016
Based inNot given Not given
Pricing modelfreemium Not given
PricingNot given Routing & Scheduling plan starts at $15,000/year ($1,250/month) with 15 seats included. Experiences plan starts at $42,000/year ($3,500/month) with 30 seats included. Additional seats cost $45-50 per seat per month depending on plan. Annual billing required with volume and multi-year discounts avail
Key features
  • Email tracking with real-time open and click notifications
  • Attachment tracking to see when recipients view attachments
  • Multi-touch campaign automation for outbound campaigns
  • Email templates with personalization fields
  • Meeting scheduler without back-and-forth
  • Prospector database of 100+ million B2B contacts
  • Recipient engagement and campaign reporting
  • Salesforce integration with bi-directional sync
  • LinkedIn integration for prospect insights
  • Qualify and route inbound leads from web forms automatically
  • Chat AI for 24/7 automated visitor engagement
  • Lead enrichment from email addresses
  • Automated lead routing and round-robin assignment
  • SDR-to-AE handoff without manual work
  • Real-time ICP scoring and lead qualification
  • Spam detection and junk submission filtering
  • Smart scheduling links with automatic CRM logging
  • Re-engagement flows for form abandonment and no-shows
  • Account identification and ABM targeting
What makes it different
  • Works directly inside Gmail and Outlook inbox without switching platforms
  • 60-second setup with no IT support or complex implementation needed
  • Focuses on essential workflows without unnecessary enterprise complexity
  • Automatic CRM activity logging without manual data entry
  • Works standalone without requiring a CRM system
  • All-in-one platform combining form, calendar, enrichment, and routing in single flow
  • Meetings book instantly from form submission without manual SDR work
  • AI agents automate the entire qualification and routing process
  • Proven results with major customers like Gong, Meta, and monday.com
Free planNot given Not given
Open sourceNot given Not given
PlatformsNot given Not given
Public APINot given Not given
Community votes00
DR (Domain Rating by Ahrefs)80 no change since last check81 no change since last check
Trust Flow (Majestic)3535
Citation Flow (Majestic)5051
Referring domains (Majestic)51073813

5 details filled in for both companies.

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