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 public page it was captured from — the vendor's own wherever the vendor publishes the number, otherwise the named public source — with the date we captured it.

Yesware has the lower entry price — Reply.io starts at $49/mo, Yesware at $0/mo. Free tier: Reply.io No, Yesware Yes. HIPAA: Reply.io —, Yesware No.

As of 2026-09-05 · figures link to their source below STALE

Side by side

Reply.io

$49/mo entry
Entry price$49/mo (Email Volume)
Free tierNo
HIPAA (BAA)
SOC 2
GDPR
Best forOutbound SDR teams running high-volume multichannel sequences

Yesware

$0/mo entry
Entry price$0/mo (Free)
Free tierYes
HIPAA (BAA)No
SOC 2Yes
GDPR
Best forGmail and Outlook users wanting tracking + sequences without leaving their inbox

Sources — Reply.io: reply.io (verified 2026-09-05) STALE · 2026-06-14 · Yesware: yesware.com (verified 2026-09-03)

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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