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Five9Smarter CX with every interaction.
vs
ZendeskAI-powered customer service platform
Comparison · Contact Center · weekly run Nov 3

Five9 vs Zendesk

Which one do AI engines recommend, and how do they differ on price, fit and features?

The short answer

Five9 is the stronger AI pick in Contact Center: it has a visibility score of 28.5 versus 19.7 for Zendesk, and ranks ahead in 76% of the answers that name both.

Choose Five9 if…

  • You want the brand AI engines rank higher (28.5 vs 19.7)
  • AI answers describe it more positively (48% vs 34% positive)
  • You need HIPAA or PCI-DSS or GDPR or C5 or ISO 27001 or DORA or ISO/IEC 27017:2015 or CSA STAR or TX-RAMP Level 2 or Cyber Essentials or CPNI coverage
  • Cloud-native architecture seen as scalable and reliable

Choose Zendesk if…

  • You need more native integrations (1800+ vs 300+)
  • You need ISO 27001:2022 or ISO 27018:2019 or ISO 27701:2019 or ISO 27017:2015 or ISO 42001:2023 or FedRAMP LI-SaaS or Cyber Essentials Plus coverage
  • You prefer a larger, established vendor (5,000+ employees)
  • Industry leader in omnichannel customer support

AI visibility side by side

Latest weekly run · Nov 3

Metric Five9 Zendesk
Visibility score28.5%19.7%
Change vs last weekup+1.1%up+1.9%
Rank in Contact Center#4#6
Share of voice6.2%5.3%
Mentions this run3631
Positive in AI answers48%34%

The stronger value in each row is marked with a ✓.

Visibility score trend

Weekly runs over the last 60 days

0%25%50%75%100%Nov 2Nov 3Five9 29%

Five9 +1pp · Zendesk +1.8999999999999986pp over 1 weekly runs.

Engine by engine

Five9 leads on 3 of 3 engines

ChatGPT
35.8%
14.8%
AI Mode
28.9%
24.1%
Perplexity
20.9%
20.2%
Five9Zendesk

Head to head in AI answers

17 engine answers name both brands

13Five9 ranked higher
4Zendesk ranked higher

Features, pricing & fit

DimensionFive9Zendesk
Pricing model—Per seat
Entry price—$19 per seat / mo
Free plan—No
DeploymentCloudCloud (SaaS)
Integrations300+1800+
ComplianceSOC 2 Type II, HIPAA, PCI-DSS, GDPR, C5, ISO 27001, DORA, ISO/IEC 27017:2015, CSA STAR, TX-RAMP Level 2, Cyber Essentials, CPNISOC 2 Type II, ISO 27001:2022, ISO 27018:2019, ISO 27701:2019, ISO 27017:2015, ISO 42001:2023, FedRAMP LI-SaaS, Cyber Essentials Plus
SupportSupport portal, Community, Training, DocumentationHelp Center, Community, Partners
Founded20012007
HeadquartersSan Ramon, CASan Francisco, California, United States
Employees1,001–5,0005,000+
FundingPost-IPO convertibleTake-private (Hellman & Friedman, Permira)
Best forEnterprises that want AI and human agents on one contact center platform.Support teams from startups to enterprises that need omnichannel ticketing with AI automation

Plans side by side

Five9

Pricing not available.

Zendesk

Support Team$19agent/month paid yearly
Suite Team$55agent/month paid yearly
Suite Professional$115agent/month paid yearly
Suite Enterprise + CopilotCustomcontact sales
Zendesk pricing

Pros and cons

Themes from the AI answers that mention each brand

Five9

  • Cloud-native architecture seen as scalable and reliable
  • Strong blended inbound and outbound capabilities
  • Robust AI and automation features
  • Well regarded analyst standing, Gartner Magic Quadrant Leader
  • Strong digital self-service
  • Expensive quickly at enterprise scale
  • No robust free tier
  • Potential feature gaps in workforce management, quality management and analytics for large operations

Zendesk

  • Industry leader in omnichannel customer support
  • Scalable platform for large enterprise teams
  • Mature ticketing operations and SLA management
  • Extensive marketplace and broad integrations
  • Free trial available for 14 days
  • Heavy, slow deployment compared with lighter tools
  • High per-agent costs
  • AI add-ons billed separately on top of base fee

Data collected ·ChatGPT, Perplexity, Google AI Mode·coverage 98.8%·next run

Cite as: SlateIndex, “Five9 vs Zendesk”, https://slateindex.ai/compare/five9-vs-zendesk, data of Nov 3, 2026. Licence: CC BY 4.0.