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Comparison

Kayako vs Zendesk

Kayako and Zendesk both land on Depends.

Kayako versus Zendesk
CompareKayakoZendesk
VerdictDependsDepends
Best forMid-size support teams (10+ agents)Mid-market and enterprise support teams
Who it's not forTiny teams . a shared inbox or Freshdesk free plan is enoughSmall teams wanting a simple shared inbox
PrivacyNo issues found with the current cloud product; legacy self-hosted Kayako Classic carries multiple public CVEs.Active findings: 2024 spoofing CVE, 2025 breaches via support-portal access, and email-bomb abuse . mitigations documented in the Trust Center.
Support qualityNo direct evidence in sourcesInsufficient direct evidence in sources
Public sentimentRatings hover around 4.0-4.1/5: users praise ease of use, while others stay unsure and gripe about pricing.³Reviews praise ticketing depth and ease of use, but increasingly slam price hikes, hidden fees, and complexity.
Biggest gotchaPricing complaints are reviewers' most common theme; confirm true costs before committingHidden add-on fees push real per-agent cost well above the sticker price

Pick Kayako when

  • Mid-size support teams (10+ agents)
  • Ticket-heavy B2B SaaS
  • Teams migrating off Groove or shared inboxes
  • Buyers piloting AI ticket deflection

When Kayako is not a fit

  • Tiny teams . a shared inbox or Freshdesk free plan is enough
  • Anyone needing transparent, predictable pricing before signing
  • Orgs still on self-hosted Kayako Classic without a patch plan
  • Very low ticket volumes where AI automation never pays back

Pick Zendesk when

  • Mid-market and enterprise support teams
  • Multi-channel ticketing at scale
  • Orgs with dedicated admin resources
  • Teams adopting AI-assisted resolution

When Zendesk is not a fit

  • Small teams wanting a simple shared inbox
  • Startups without budget for admins and add-ons
  • Anyone allergic to annual contracts and hidden fees
  • Teams handling only a handful of tickets daily . a spreadsheet or lightweight inbox wins

Sources

  1. official
  2. Kayako Pricingkayako.com
    official
  3. review
  4. review
  5. review
  6. review
  7. review
  8. security
  9. security
  10. security
  11. official
  12. official
  13. news
  14. news
  15. official
  16. review