SoftwareGlimpse

Five9 vs Grasshopper

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

Independently recommendedLast updated Aug 18, 20264 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
  • CRM / CTI integrations
  • Routing & IVR

Tie

  • Number / country coverage

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

Choose Grasshopper if: Solo operators and tiny teams that primarily need a professional virtual number

See detailed comparison ↓
Grasshopper logo

Grasshopper

6.2/10

SMB virtual business numbers with extensions and apps — True Solo from $14/month annual (flat account, not per seat).

Best for

  • Solo operators and tiny teams that primarily need a professional virtual number
  • SMBs that want flat account pricing instead of per-seat UCaaS maths
  • Buyers replacing a personal mobile with a branded business line

Starting from $14.00/user/mo

No free plan

Feature comparison

Grouped feature support from verified product research for Five9 and Grasshopper.

Voice

FeatureFive9GrasshopperWinner
Cloud phone / VoIPStrongStrongTie
Call routing & IVRStrongModerateFive9
Call recordingStrongModerateFive9
Power dialerStrongLimitedFive9

Messaging

FeatureFive9GrasshopperWinner
SMS messagingStrongStrongTie
WhatsApp BusinessModerateLimitedFive9
Shared inboxStrongLimitedFive9
Team messagingLimitedLimitedTie
Unified multichannel inboxStrongLimitedFive9
Video meetingsModerateLimitedFive9

Platform

FeatureFive9GrasshopperWinner
CRM / CTI integrationsStrongModerateFive9
Analytics & reportingStrongModerateFive9
AI assistanceStrongModerateFive9

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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.