Clarity Connect vs Five9: Which Is Better for Your Team in 2026?

Clarity Connect and Five9 are both used for ccaas platforms. Below we compare them on pricing, AI capabilities, compliance, and the use cases each one fits best — all from verified vendor data.

Choose Clarity Connect if…

  • Organizations still running Skype for Business on-premises who need a contact center layer
  • Microsoft-centric enterprises wanting native UC + contact center without extra infrastructure
  • Teams needing integrated WFO/QA via Virtual Observer within an SfB environment
Full Clarity Connect review →

Choose Five9 if…

  • Mid-market and enterprise contact centers (50+ agents) needing a proven omnichannel platform
  • Healthcare and financial services orgs requiring HIPAA BAA and PCI DSS Level 1 compliance
  • Teams migrating from on-premise systems (Avaya, Cisco) who need a structured cloud migration path
Full Five9 review →

Clarity Connect vs Five9: feature comparison

Feature Clarity Connect Five9
At a glance
Category CCaaS platform CCaaS platform
Best fit Smb, Mid market, Enterprise Mid market, Enterprise
Deployment Cloud, On premise, Hybrid Cloud
Channels Voice, SMS, Web chat, Email Voice, SMS, Email, Web chat, WhatsApp, Social DMs
Pricing & ratings
Starting price Contact sales From $119/user/mo
Free trial No No
User rating 3.7/5 (9 Capterra) 4.1/5 (584 G2 reviews)
AI capabilities
Autonomous voice agent No Yes
Real-time agent assist No Yes
Conversation intelligence No Yes
Automated QA Yes Yes
Intelligent routing Yes Yes
Compliance
SOC 2 Type II No Yes
HIPAA No Yes
PCI DSS No Yes
GDPR No Yes

Clarity Connect vs Five9: frequently asked questions

What is the difference between Clarity Connect and Five9?
Niche CCaaS built exclusively for Skype for Business; highly dependent on a platform Microsoft has deprecated in favor of Teams. By contrast, Mature, publicly traded CCaaS for mid-market and enterprise contact centers — proven omnichannel routing, workforce management, and AI agents in one cloud stack.