Best Sales Engagement · head-to-head

Reply.io vs Yesware

A sourced, side-by-side comparison for sales engagement. Yesware has the lower entry price. Every figure links to the vendor's own page and the date we captured it.

At a glance

  • Price: Reply.io $49/mo vs Yesware $0/mo — Yesware is cheaper to start.
  • Free tier: Reply.io No; Yesware Yes.
  • HIPAA: Reply.io —; Yesware No.

Side by side

Reply.ioYesware
Entry price$49/mo (Email Volume)$0/mo (Free)
Free tierNoYes
HIPAA (BAA)No
SOC 2Yes
GDPR
Best forOutbound SDR teams running high-volume multichannel sequencesGmail and Outlook users wanting tracking + sequences without leaving their inbox

Sources — Reply.io: amplemarket.com (verified 2026-06-14). Yesware: yesware.com (verified 2026-06-14).

Key features

Reply.io: Multichannel sequences (email, calls, LinkedIn, SMS, WhatsApp); Jason AI autonomous SDR product (separate purchase); Unlimited mailboxes per user on Multichannel plan; White-label agency dashboard; AI-crafted ICP and email finding for autonomous outreach

Yesware: Email open, link, and attachment tracking inside Gmail and Outlook; Multi-channel campaign sequences with email, calls, LinkedIn, and custom steps; 100M+ B2B contact Prospector database built in; Salesforce bi-directional activity sync (Enterprise); Meeting scheduler with calendar self-booking and Zoom integration

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