SoftwareGlimpse

Five9 vs Cisco Webex

Compare Five9 and Cisco Webex on features, pricing, and buyer fit using the same researched criteria.

Independently recommendedLast updated Aug 18, 20265 evidence sources8 screenshotsHow we compare
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Five9 logo

Five9

8.2/10

Cloud contact center (CCaaS) — Digital from $119/concurrent seat/mo; Core $159; Plus/Pro/Enterprise quote — 50-seat minimum.

Best for

  • Mid-market and enterprise contact centres that need blended dialer strength
  • Teams comfortable with concurrent-seat economics and 50+ seat minimums
  • Buyers who want CRM/UC adapter choice inside CCaaS

Starting from $119.00/user/mo

No free plan

VS

Our verdict

Our verdict

No universal winner

No universal winner. Choose based on which criteria matter most for your team.

Five9 is better for

  • Power dialer
  • WhatsApp Business
  • Routing & IVR

Tie

  • Number / country coverage
  • CRM / CTI integrations
  • Analytics

Choose Five9 if: Mid-market and enterprise contact centres that need blended dialer strength

Choose Cisco Webex if: Enterprises standardising on Cisco hybrid-work UC (meetings + Calling + messaging)

See detailed comparison ↓
Cisco Webex logo

Cisco Webex

8/10

Enterprise UC suite (meetings, messaging, Webex Calling) — Meet/Suite published floors; Calling and Contact Center often quote-layered.

Best for

  • Enterprises standardising on Cisco hybrid-work UC (meetings + Calling + messaging)
  • Organisations already in a Cisco EA that want Calling without a second UCaaS vendor
  • Buyers who need FedRAMP / regulated meeting paths and room-device ecosystems

Starting from $14.50/user/mo

Free plan available

Pros & cons

A balanced look at where each product shines — and where it falls short.

Five9 logo

Five9

Strengths in green

Pros

  • Stronger on power dialer
  • Stronger on whatsapp business
  • Stronger on routing & ivr

Best for

Mid-market and enterprise contact centres that need blended dialer strength

Cisco Webex logo

Cisco Webex

Trade-offs in red

Cons

  • Trails on power dialer
  • Trails on whatsapp business
  • Trails on routing & ivr

Best for

Enterprises standardising on Cisco hybrid-work UC (meetings + Calling + messaging)

Choose if…

Choose Five9 if

  • Mid-market and enterprise contact centres that need blended dialer strength
  • Teams comfortable with concurrent-seat economics and 50+ seat minimums
  • Buyers who want CRM/UC adapter choice inside CCaaS

Choose Cisco Webex if

  • Enterprises standardising on Cisco hybrid-work UC (meetings + Calling + messaging)
  • Organisations already in a Cisco EA that want Calling without a second UCaaS vendor
  • Buyers who need FedRAMP / regulated meeting paths and room-device ecosystems

Still unsure which fits?

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Methodology disclosure: scores and recommendations follow SoftwareGlimpse evaluation criteria (version 1.0.0). Affiliate relationships do not determine rankings.

How we recommend: product claims are tied to recorded research where available.

AI-assisted disclosure: drafts may be AI-assisted from approved facts and assessments. Humans approve publishable editorial judgments. AI does not invent live prices or claim hands-on testing.