Reply.io vs Yesware
No clear leader: Reply.io (59.6) and Yesware (55.4) are within the 5-point margin; treat as a tie. The attribute-by-attribute breakdown below, with a source and date on every value, is the honest way to compare them.
Capabilities
Feature-by-feature on the axes that matter for sales engagement. “-” means undocumented, not absent.
What each one is
The product in its own terms, so the numbers below have context.
Reply.io
Sales engagement platform that automates multichannel outreach campaigns with AI, integrating email, LinkedIn, calls, SMS, and WhatsApp. Includes real-time B2B lead database, email warmup for deliverability, CRM synchronization, and an autonomous AI agent for managing replies and booking meetings.
Yesware
A sales engagement platform built directly into Gmail and Outlook that automates follow-up emails and tracks prospect engagement (opens, clicks, downloads) with real-time alerts to help sales teams prioritize leads and prevent missed opportunities.
Pricing
List pricing as published by each vendor, with the date we read it. Always verify at the source before you buy.
Reply.io
From $29/user/month or $69/month per account. 14-day free trial. Contact sales for custom annual plans with volume pricing.
- Contact Sales TierContact sales
- Multichannel outreach
- Email, LinkedIn, SMS, Calls, WhatsApp
- AI personalization
- CRM integrations
- B2B database
- Per User Plan$29/user/mo
- Email automation
- CRM integrations
- Analytics
- API access
- Per Account Plan$69/mo
- All-inclusive multichannel outreach
- Email, LinkedIn, SMS, Calls
Yesware
From $15/month. Free tier with 14-day trial available.
- FreeFree
- Email tracking
- Campaign recipients 10/month
- Email support
- Pro$15/month billed annually ($19/month monthly)
- Campaign recipients 20/month
- Email and phone support
- Google and Office365 calendar integration
- Zoom integration
- Automated email campaigns
- Premium$35/month billed annually ($45/month monthly)
- Centralized team billing
- Docsend integration
- Clari integration
- Salesforce bi-directional activity sync
- Salesforce background sync
- +7 more
- Enterprise$65/user/month billed annually ($85/user/month monthly)
- Salesforce inbox sidebar
- Salesforce email sent sync
- Salesforce email reply sync
- Salesforce calendar sync
- Salesforce background sync
- +6 more
Platform & deployment
Where each product runs and how it can be hosted. A dash means undocumented, not unsupported.
Integrations
What each product connects to. Counts come from the vendor's own integration directory where one exists.
- Salesforce
- Google Calendar
Reply.io
- HubSpot
- Pipedrive
- Copper
- Close
- Google Workspace
- Gmail
- Microsoft 365
- LinkedIn Sales Navigator
- Calendly
- Zapier
- Make
- Slack
- Google Postmaster
- MailToaster.ai
- Sales Navigator
- SMS
- SMTP
- Outlook
- n8n
Yesware
- Office365 Calendar
- Zoom
- Microsoft Teams
- RingCentral
- Docsend
- Clari
- Vendasta
Reply.io or Yesware: which one depends on you
A composite score cannot know your constraints. Describe them and both get re-weighted against what you actually need, with the evidence behind every position.
Free to run, no account needed to start. How the evaluation works
Comparison generated from independently-sourced facts. Every value links to its source and retrieval date. See the method.