shouldiuse.io

Comparison

Kayako vs Pylon

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

Sources

  1. Kayako . official sitekayako.com
    official
  2. Kayako Pricingkayako.com
    official
  3. Kayako Reviews 2026 . G2g2.com
    review
  4. Kayako Reviews 2026: Details, Pricing, & Features . G2 pricingg2.com
    review
  5. Kayako Reviews . Trustpilottrustpilot.com
    review
  6. I tested Kayako . TechRadartechradar.com
    review
  7. Kayako Pricing 2026: Is It Worth It? . Featurebasefeaturebase.app
    review
  8. Kayako Fusion v4.51.1891 . multiple web vulnerabilities . Acunetixacunetix.com
    security
  9. CVE-2010-2912 . NVDnvd.nist.gov
    security
  10. June 2016 Security Advisory for Kayako Classicclassichelp.kayako.com
    security
  11. Aurea case study . Kayakokayako.com
    official
  12. Trilogy case study . Kayakogo.kayako.com
    official
  13. DC Advisory: Kayako sale to ESW Capitaldcadvisory.com
    news
  14. Kayako Revenue 2021: $162M ARR . GetLatkagetlatka.com
    news
  15. sultanofsaas.comsultanofsaas.com
    review