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Proposals · head to head

HelloSign vs Proposify

HelloSign logo

HelloSign

Proposals

eSignatures Made Easy

From
Free
Rated
-
Full reviewWebsite
Proposify logo

Proposify

Sales Enablement

Proposal Software That Closes Deals

From
$19/month
Rated
-
Full reviewWebsite

The short version

  • Only HelloSign has a free tier, so it costs nothing to try first.
  • Each has a real cost: HelloSign free plan limited to only 3 documents per month, insufficient for most business use cases; Proposify document sends are capped monthly and billed per overage, at 10 sends on Basic with $0.50 each beyond
  • They diverge on capability: HelloSign covers Templates, Proposify covers Proposal templates.
  • Prices and features above were last checked on 30 August 2026.

Where they differ

Only the attributes on which HelloSign and Proposify actually diverge.

Attributes where HelloSign and Proposify differ
AttributeHelloSignProposify
Starting priceFree$19/month
Pricing modelUnknownsubscription
Free tierYesNo
PlatformsWeb, Ios, AndroidWeb
CategoryProposalsSales Enablement
Founded20112013

Identical on both: user rating (Not yet rated).

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 HelloSign

  • Templates
  • Team management
  • Audit trail
  • API access
  • Dropbox
  • Google Drive
  • Ios support
  • Android support

Only in Proposify

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

Both cover

  • Electronic signatures
  • Salesforce
  • HubSpot
  • Web support

What people use each for

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

HelloSign

  • Customer Successnot Proposify
  • Esignaturesnot Proposify
  • Simple Signingnot Proposify

Proposify

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

Where each one falls short

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

HelloSign

  • Free plan limited to only 3 documents per month, insufficient for most business use cases
  • Lacks advanced features like conditional logic and bulk send that enterprise competitors offer
  • Limited customization options for white-labeling compared to DocuSign

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

HelloSign

Free

No published plan breakdown. See the HelloSign review.

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 HelloSign if

  • You need templates.
  • You want to start without paying.
  • You work on Web, Ios, Android.
  • You also want team management.
HelloSign review

Choose Proposify if

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

Questions people ask

Is HelloSign or Proposify better?
Neither clearly leads. HelloSign starts at Free and Proposify at $19/month, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
Which is cheaper, HelloSign or Proposify?
HelloSign has a free tier; the other does not. Paid plans start at Free for HelloSign and $19/month for Proposify.
Does HelloSign or Proposify run on more platforms?
HelloSign runs on Web, Ios, Android. Proposify runs on Web.
Can I use HelloSign for free?
Yes. HelloSign has a free tier, so you can try it without paying. Proposify starts at $19/month.
What is HelloSign best used for?
HelloSign is most often used for customer success, esignatures, simple signing. Of those, customer success and esignatures are not what Proposify is typically brought in for.
What can HelloSign do that Proposify cannot?
HelloSign covers Templates, Team management, Audit trail, API access. Proposify covers Proposal templates, Content library, Analytics, Interactive pricing. Both handle Electronic signatures, Salesforce, HubSpot, Web support.

Answered from the vendors’ own pages

HelloSign: Does HelloSign (Dropbox Sign) offer a free plan?

Yes, HelloSign offers a free plan for up to 3 documents per month with basic eSignatures and Dropbox integration. Paid plans start at $10 per month for individuals.

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
HelloSign: How does HelloSign pricing compare to DocuSign?

HelloSign is significantly cheaper than DocuSign. For a 5-user team sending 50 documents monthly, HelloSign costs approximately $1,500 per year while DocuSign costs $2,400 annually, a 37% difference.

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
HelloSign: What are HelloSign API costs?

HelloSign API pricing is $0.80 to $1 per signature request, which is significantly lower than DocuSign's $4 to $7 per signature.

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
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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