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Sales Enablement · head to head

Gainsight vs Proposify

Gainsight logo

Gainsight

Sales Enablement

The #1 Customer Success Platform

From
$2500/month
Rated
-
Full reviewWebsite
Proposify logo

Proposify

Sales Enablement

Proposal Software That Closes Deals

From
$19/month
Rated
-
Full reviewWebsite

The short version

  • Each has a real cost: Gainsight limited customization options; teams resort to exports and scripts when platform lacks required fields; Proposify document sends are capped monthly and billed per overage, at 10 sends on Basic with $0.50 each beyond
  • They diverge on capability: Gainsight covers Health scores, Proposify covers Proposal templates.
  • Prices and features above were last checked on 30 August 2026.

Where they differ

Only the attributes on which Gainsight and Proposify actually diverge.

Attributes where Gainsight and Proposify differ
AttributeGainsightProposify
Starting price$2500/month$19/month
Founded20112013

Identical on both: pricing model (subscription), free tier (No), platforms (Web), user rating (Not yet rated), category (Sales Enablement).

What each one covers

Drawn from each product's published feature list. An absence here means we hold no record of it - not that the product lacks it.

Only in Gainsight

  • Health scores
  • Churn prediction
  • Playbook automation
  • Customer 360 view
  • Journey orchestration
  • Slack
  • Zendesk
  • Ios support

Only in Proposify

  • Proposal templates
  • Content library
  • Electronic signatures
  • Analytics
  • Interactive pricing
  • Pipedrive
  • Stripe

Both cover

  • Salesforce
  • HubSpot
  • Web support

What people use each for

The jobs each tool is most often brought in to do.

Gainsight

  • Customer Successnot Proposify
  • Retentionnot Proposify
  • Health Scoringnot Proposify

Proposify

  • Document proposal and template managementnot Gainsight
  • Sales document tracking and managementnot Gainsight
  • Team collaboration on proposalsnot Gainsight

Where each one falls short

Documented limitations, not opinions. Every one is a constraint you would hit in normal use.

Gainsight

  • Limited customization options; teams resort to exports and scripts when platform lacks required fields
  • Integration reliability issues; broken connectors and schema changes create stale health scores
  • Cannot automatically track emails within the platform; requires manual logging or third-party solutions
  • Long implementation and setup; typically requires 12-24 weeks and mandatory implementation services
  • High total cost of ownership; Year 1 costs often exceed $200K including required professional services

Proposify

  • Document sends are capped monthly and billed per overage, at 10 sends on Basic with $0.50 each beyond
  • The Business plan's overage rate of $0.75 per send is higher than either cheaper plan despite starting at $3,900 a year
  • Document analytics, integrations and custom fields all require the Team plan at $49 per user per month
  • API access and SSO are Business only
  • The Basic plan includes a single collaborator seat

Pricing, plan by plan

Gainsight

$2500/month
  • Essentials$2500/month
    • Health scores
    • Customer 360
    • Playbooks
  • Enterprise$5000/month
    • Advanced analytics
    • AI predictions
    • Custom integrations

Proposify

$19/month
  • Basic$19/month
    • 10 document sends per month
    • Annual billing (monthly billing: $29/month)
    • Overage: $0.50 per send
  • Team$41/month
    • 30 document sends per month
    • Annual billing (quarterly billing: $49/month)
    • Overage: $0.30 per send
  • Business$3900/year
    • 75 document sends per month
    • Custom pricing (starts at $3,900/year)
    • Overage: $0.75 per send
  • Enterprise$null/month
    • Custom pricing and send limits

Which should you pick?

Choose Gainsight if

  • You need health scores.
  • You also want churn prediction.
Gainsight review

Choose Proposify if

  • You need proposal templates.
  • You also want content library.
Proposify review

Questions people ask

Is Gainsight or Proposify better?
Neither clearly leads. Gainsight starts at $2500/month and Proposify at $19/month, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
Which is cheaper, Gainsight or Proposify?
Gainsight starts at $2500/month and Proposify at $19/month.
Does Gainsight or Proposify run on more platforms?
Both run on Web, so platform support will not decide this one for you.
What is Gainsight best used for?
Gainsight is most often used for customer success, retention, health scoring. Of those, customer success and retention are not what Proposify is typically brought in for.
What can Gainsight do that Proposify cannot?
Gainsight covers Health scores, Churn prediction, Playbook automation, Customer 360 view. Proposify covers Proposal templates, Content library, Electronic signatures, Analytics. Both handle Salesforce, HubSpot, Web support.

Answered from the vendors’ own pages

Gainsight: Does Gainsight offer a free tier?

Gainsight does not offer a free trial for the main Customer Success Cloud platform. Gainsight PX (product analytics) offers a free Starter tier supporting up to 100 monthly active users.

Source
Proposify: How much does Proposify cost?

Proposify Basic plan costs $19/user/month (annual) or $29/user/month (monthly). Team plan is $41/user/month (annual) or $49/user/month (quarterly). Business starts at $3,900/year with custom pricing for Enterprise. All prices in USD.

Source
Gainsight: How is Gainsight priced?

Gainsight prices at $150-$300 per user/month for tier plans, but the main CS Cloud pricing is based on customer records managed. Initial deployments managing 500-1,500 customer records typically cost $60,000-$120,000 annually, with Year 1 costs often exceeding $200K including mandatory implementation.

Source
Proposify: What document send limits does each plan include?

Basic includes 10 monthly sends ($0.50 per overage), Team includes 30 monthly sends ($0.30 per overage), and Business includes 75 monthly sends ($0.75 per overage). Enterprise has custom limits.

Source
Gainsight: What are Gainsight's core features?

Gainsight offers health scoring, customer journey orchestration, playbooks, in-app engagement, reporting, customer data consolidation via Customer 360, and Staircase AI for real-time engagement insights. It also includes Skilljar for customer education and Communities for self-service support.

Source
Proposify: Does Proposify offer a free trial?

Yes, Proposify offers a 14-day free trial on the Team plan features with no credit card required.

Source
Gainsight: What CRM integrations are available?

Gainsight integrates with Salesforce, HubSpot, and Slack. The Salesforce connector syncs account data, the HubSpot connector ingests engagement data, and Slack automation sends Gainsight notifications and alerts to channels.

Proposify: How much do I save with annual billing?

Annual billing offers significant discounts compared to monthly options. For example, Basic plan saves up to 4 months of fees per year when billed annually versus monthly.

Source
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