Pricing behavior — Customer Support Pricing

Pricing for Help Scout

How pricing changes as you scale: upgrade triggers, cost cliffs, and plan structure (not a live price list).

Sources linked — see verification below.
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Cost cliffs Upgrade triggers Limits

Freshness & verification

Last updated 2026-02-09 Intel generated 2026-02-09 2 sources linked

Pricing behavior (not a price list)

These points describe when users typically pay more and what usage patterns trigger upgrades.

Actions that trigger upgrades

  • Outgrow 2 mailboxes—additional Inboxes $10/mo each
  • Need 2+ Docs sites—$20/mo per additional site
  • Workflows exceed 150 (Standard) or 500 (Plus)—Pro required for unlimited
  • Team grows beyond 25 (Standard) or 50 (Plus) users
  • SSO/SAML required—add-on on Plus or native on Pro
  • HIPAA compliance—Pro tier with dedicated onboarding

What gets expensive first

  • Additional Inboxes $10/mo, Docs sites $20/mo; multi-inbox/multi-docs add 30%+ to bill
  • Contacts: Free 100/mo; paid plans unlimited but 'contact' definition matters for billing
  • AI Answers $0.75/resolution; can set monthly cap but disables when hit
  • Integrations: Free limited to 1; Plus+ for Salesforce, HubSpot, Jira
  • API rate limits (200–800/min) can throttle high-volume integrations
  • Light users and beacon: verify seat vs user math for pricing

Plans and variants (structural only)

Grouped by type to show structure, not to rank or recommend SKUs.

Plans
  • Standard - $25/user/mo - 2 mailboxes, basic shared inbox
Enterprise
  • Plus - $50/user/mo - Custom fields and advanced permissions
  • Pro - custom - Enterprise features and SLA

Next step: constraints + what breaks first

Pricing tells you the cost cliffs; constraints tell you what forces a redesign.

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Sources & verification

Pricing and behavioral information comes from public documentation and structured research. When information is incomplete or volatile, we prefer to say so rather than guess.

  1. https://www.helpscout.com/pricing/ ↗
  2. Official website ↗