SoftwareGlimpse

Fastmail vs Grasshopper

Compare Fastmail and Grasshopper 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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Fastmail logo

Fastmail

4.8/10

Privacy-focused business email, calendar and contacts with custom domains and shared addresses — Business Basic from $3/user/month annual; adjacent to business communications, not a phone system.

Best for

  • Small teams that want private, independent business email on their own domain
  • Owner-operators who need shared support@ addresses and shared calendars cheaply
  • Buyers who need an email retention archive for legal compliance (Professional)

Starting from $3.00/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.

Grasshopper is better for

  • Number / country coverage
  • Power dialer
  • Routing & IVR
  • Analytics

Tie

  • WhatsApp Business
  • CRM / CTI integrations

Choose Fastmail if: Small teams that want private, independent business email on their own domain

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 Fastmail and Grasshopper. Numeric bars appear only when both products have approved scores.

  • Starting pricing

    Published floor price and what that floor actually includes.

    Depends

    Fastmail researched starting price from $3/mo; Grasshopper researched starting price from $14/mo. Better value depends on seat minimums and add-ons.

    FastmailDepends
    GrasshopperDepends
  • User / licence minimum

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

    Depends

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

    FastmailDepends
    GrasshopperDepends
  • Number / country coverage

    Published local numbers and country coverage.

    Grasshopper

    Stronger cloud phone availability

    FastmailWeaker
    GrasshopperStronger
  • Power dialer

    Power or parallel dialing for outbound teams.

    Grasshopper

    Grasshopper leads on power dialer (2/10 vs 4/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.

    FastmailWeaker
    GrasshopperStronger
  • WhatsApp Business

    WhatsApp Business API / BSP capability.

    Tie

    Fastmail and Grasshopper have the same researched availability on whatsapp business (Fastmail: not-supported; Grasshopper: not-supported).

    FastmailTie
    GrasshopperTie
  • CRM / CTI integrations

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

    Tie

    Fastmail and Grasshopper are close on crm integrations (5/10 vs 5/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.

    FastmailTie
    GrasshopperTie
  • Routing & IVR

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

    Grasshopper

    Grasshopper leads on routing (5/10 vs 6/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.

    FastmailWeaker
    GrasshopperStronger
  • Analytics

    Campaign, conversation, or workforce reporting depth.

    Grasshopper

    Grasshopper leads on analytics (2/10 vs 5/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.

    Fastmail2/10
    Grasshopper5/10
  • AI features

    Useful AI for the primary job — not marketing fluff.

    Grasshopper

    Grasshopper leads on ai features (2/10 vs 6/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.

    Fastmail2/10
    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.