KayakoAI help desk and customer support platform
vs
PylonThe Agentic Support Platform
Comparison · Help Desk · weekly run Nov 3
Kayako vs Pylon
Which one do AI engines recommend, and how do they differ on price, fit and features?
The short answer
Pylon is the stronger AI pick in Help Desk: it has a visibility score of 2.7 versus 0 for Kayako.
Choose Kayako if…
- You want a lower entry price ($1 vs $89)
- Usage-based pricing suits your budget better than per seat
Choose Pylon if…
- You want the brand AI engines rank higher (2.7 vs 0)
- You need ISO/IEC 27001:2022 or HIPAA coverage
- Per seat pricing suits your budget better than usage-based
- Best for B2B SaaS with enterprise Slack/Teams-first support
AI visibility side by side
Latest weekly run · Nov 3
| Metric | Kayako | Pylon |
|---|---|---|
| Visibility score | 0% | 2.7% |
| Change vs last week | no change0% | down−0.9% |
| Rank in Help Desk | #37 | #18 |
| Share of voice | 0% | 0.8% |
| Mentions this run | 0 | 4 |
| Positive in AI answers | — | 33% |
The stronger value in each row is marked with a ✓.
Visibility score trend
Weekly runs over the last 60 days
Kayako 0pp · Pylon −0.8999999999999999pp over 1 weekly runs.
Engine by engine
Pylon leads on 3 of 3 engines
ChatGPT
AI Mode
Perplexity
KayakoPylon
Head to head in AI answers
0 engine answers name both brands
0Kayako ranked higher
0Pylon ranked higher
Features, pricing & fit
| Dimension | Kayako | Pylon |
|---|---|---|
| Pricing model | Usage-based | Per seat |
| Entry price | $1 / mo | $89 per seat / mo |
| Free plan | No | No |
| Deployment | Cloud | Cloud (AWS, US or EU hosting) |
| Compliance | SOC 2 Type II, GDPR | SOC 2 Type II, ISO/IEC 27001:2022, GDPR, HIPAA |
| Support | Help center, White-glove onboarding, Dedicated success manager | Onboarding, Dedicated CSM, Priority support SLAs, Help Center |
| Founded | 2001 | 2022 |
| Headquarters | Austin, Texas, United States | San Francisco, CA, United States |
| Employees | 51–200 | 51–200 |
| Funding | Acquisition by ESW Capital | Series B · $51M raised |
| Best for | Support teams that want AI ticket automation deployed for them, either on a new help desk or on top of their existing one | B2B support teams handling customers over Slack Connect, Teams and other shared channels |
Plans side by side
Pylon
Professional$89seat/month, billed annually
Advanced$139seat/month, billed annually
EnterpriseCustomcustom quote
Pros and cons
Themes from the AI answers that mention each brand
Kayako
Profile in progress.
Pylon
- Best for B2B SaaS with enterprise Slack/Teams-first support
- Strong for B2B account-centric and high-touch support
- Modern, Slack-Connect and developer-centric B2B support
- Frequently included in shortlists of top B2B SaaS support tools
Data collected ·ChatGPT, Perplexity, Google AI Mode·coverage 98.8%·next run
Cite as: SlateIndex, “Kayako vs Pylon”, https://slateindex.ai/compare/kayako-vs-pylon, data of Nov 3, 2026. Licence: CC BY 4.0.