Softwr

Proposals · head to head

HelloSign vs Indy

HelloSign logo

HelloSign

Proposals

eSignatures Made Easy

From
Free
Rated
-
Full reviewWebsite
Indy logo

Indy

Proposals

Freelance workflow suite covering proposals, contracts, invoices and time tracking with a usable free tier

From
Free
Rated
-
Full reviewWebsite

The short version

  • Each has a real cost: HelloSign free plan limited to only 3 documents per month, insufficient for most business use cases; Indy the free tier caps documents per month, and an active freelancer passes those caps quickly enough that the free plan is a trial in practice rather than a permanent option.
  • They diverge on capability: HelloSign covers Electronic signatures, Indy covers Contract library.
  • Prices and features above were last checked on 31 August 2026.

Where they differ

Only the attributes on which HelloSign and Indy actually diverge.

Attributes where HelloSign and Indy differ
AttributeHelloSignIndy
Pricing modelUnknownquote
Founded2011Unknown

Identical on both: starting price (Free), free tier (Yes), platforms (Web, Ios, Android), user rating (Not yet rated), category (Proposals).

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

  • Electronic signatures
  • Templates
  • Team management
  • Audit trail
  • API access
  • Dropbox
  • Google Drive
  • Salesforce

Only in Indy

  • Contract library
  • Proposals
  • Invoicing
  • Time tracking
  • Task and calendar
  • Client portal
  • Free tier

What people use each for

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

HelloSign

  • Customer Successnot Indy
  • Esignaturesnot Indy
  • Simple Signingnot Indy

Indy

  • A new freelancer who needs a real signed contract before there is revenue to fund a subscriptionnot HelloSign
  • Testing whether an all in one freelance bundle suits your workflow before committing money to onenot HelloSign
  • Part time or side project freelancing with low monthly document volume that stays inside the free capsnot HelloSign
  • Replacing an unsigned emailed quote with a proposal that converts into a contract and an invoicenot 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

Indy

  • The free tier caps documents per month, and an active freelancer passes those caps quickly enough that the free plan is a trial in practice rather than a permanent option.
  • Project management and task tracking are shallow, so anyone running several concurrent projects will keep a separate tool and lose the single system benefit.
  • Reporting on income, utilisation and profitability is thin next to a dedicated accounting or time tracking product.
  • Payments are processed by a third party gateway, so the card fee applies on top of the subscription and materially changes the cost per invoice on small jobs.
  • As with every bundle, leaving means separating proposals, contracts, time and invoices out of one export, which is harder than replacing a single purpose tool.

Pricing, plan by plan

HelloSign

Free

No published plan breakdown. See the HelloSign review.

Indy

Free
  • Indy$undefined/year
    • Free tier with monthly document limits
    • Proposals, contracts and invoices
    • Time tracking and tasks

Which should you pick?

Choose HelloSign if

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

Choose Indy if

  • You need contract library.
  • You want to start without paying.
  • You work on Web, iOS, Android.
  • You also want proposals.
Indy review

Questions people ask

Is HelloSign or Indy better?
Neither clearly leads. HelloSign starts at Free and Indy at Free, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
Which is cheaper, HelloSign or Indy?
HelloSign starts at Free and Indy at Free.
Does HelloSign or Indy run on more platforms?
HelloSign runs on Web, Ios, Android. Indy runs on Web, iOS, Android.
Can I use HelloSign for free?
Both have a free tier, so you can try either at no cost before committing.
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 Indy is typically brought in for.
What can HelloSign do that Indy cannot?
HelloSign covers Electronic signatures, Templates, Team management, Audit trail. Indy covers Contract library, Proposals, Invoicing, Time tracking.

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
Indy: Is the free tier actually usable?

Yes, for real signed contracts and invoices, but it caps documents per month and active freelancers hit that fairly quickly.

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
Indy: Does it take a percentage of invoices?

The payment gateway charges its standard card fee. That is separate from the subscription and should be modelled per invoice.

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
Indy: Can it manage several concurrent projects?

Only lightly. The task and project features are the weakest part of the product.

Indy: Are the contracts legally sound?

They are standard freelance templates with editable clauses. They are a starting point, not legal advice for your jurisdiction.

Indy: Who is it wrong for?

Agencies, anyone with subcontractors, and freelancers who need real project management or detailed profitability reporting.

Share

Related pages

More on HelloSign

More on Indy

Keep looking

Other head to heads