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

Comparison scorecard

Criterion-by-criterion results for Five9 and Grasshopper. Numeric bars appear only when both products have approved scores.

  • Starting pricing

    Published floor price and what that floor actually includes.

    Depends

    Five9 researched starting price from $119/mo; Grasshopper researched starting price from $14/mo. Better value depends on seat minimums and add-ons.

    Five9Depends
    GrasshopperDepends
  • User / licence minimum

    Seat floors, per-employee minimums, and small-team pricing traps.

    Depends

    Check seat or licence minimums for Five9 and Grasshopper on current vendor packaging — not inferred beyond researched pricing notes.

    Five9Depends
    GrasshopperDepends
  • Number / country coverage

    Published local numbers and country coverage.

    Tie

    Five9 and Grasshopper have the same researched availability on cloud phone (Five9: supported; Grasshopper: supported).

    Five9Tie
    GrasshopperTie
  • Power dialer

    Power or parallel dialing for outbound teams.

    Five9

    Five9 leads on power dialer (9/10 vs 4/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.

    Five9Stronger
    GrasshopperWeaker
  • WhatsApp Business

    WhatsApp Business API / BSP capability.

    Five9

    Stronger whatsapp business availability

    Five9Stronger
    GrasshopperWeaker
  • CRM / CTI integrations

    CRM click-to-call, logging, and CTI depth.

    Five9

    Five9 leads on crm integrations (9/10 vs 5/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.

    Five9Stronger
    GrasshopperWeaker
  • Routing & IVR

    Call routing, IVR, queues, and skills-based assignment.

    Five9

    Five9 leads on routing (9/10 vs 6/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.

    Five9Stronger
    GrasshopperWeaker
  • Analytics

    Campaign, conversation, or workforce reporting depth.

    Five9

    Five9 leads on analytics (8/10 vs 5/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.

    Five98/10
    Grasshopper5/10
  • AI features

    Useful AI for the primary job — not marketing fluff.

    Five9

    Five9 leads on ai features (8/10 vs 6/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.

    Five98/10
    Grasshopper6/10

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Affiliate disclosure: some links may be affiliate links. We may earn a commission at no extra cost to you. Rankings and scores are never based on commission. Full disclosure

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.