PearSign vs Dropbox Sign

One price for the team, not per person who sends

Why teams choose PearSign over Dropbox Sign

Dropbox Sign — formerly HelloSign — has the cleanest signing flow of the three and advertises unlimited signature requests on paid plans. If your files already live in Dropbox, or one person sends very high volume, it is a strong and honest choice. Where it costs more is teams: pricing is per seat from two users up, and there is no permanent free plan to evaluate on.

Side by side

One table, top to bottom: the three differences that do the real work, then what each product costs for the same team, then every capability Dropbox Signpublishes set against ours. Read the qualifier under each mark rather than the mark alone — most of the difference is not whether something exists but which tier you must reach to use it. A hollow tick means it exists behind a higher plan or a paid add-on.

  • Included on every plan
  • Available on a higher tier or as a paid add-on
  • Not offered
CapabilityPearSignDropbox Sign
Where the two differ
What you pay for

One flat price for the organisation, with the team included.

  • $15 a month covers 3 team members, $39 covers 15, $129 covers 50
  • One plan for the account, whoever is doing the sending
  • Signers never pay and never need an account

Per seat, with a minimum of two on the team plan.

  • Essentials is $15 a month for a single user
  • Standard is $25 per user per month and requires 2 or more users
  • Premium starts at 5 users and is quoted by sales
Trying it first

A permanent free plan, with no clock on the evaluation.

  • 3 free envelopes total, no card
  • Send real documents to real signers before deciding anything
  • AATL seal and certificate of completion included on the free plan

A 30-day trial rather than an ongoing free tier.

  • The site leads with a 30-day free trial of the paid features
  • A limited free plan is referenced but requires signup to reach
  • An evaluation runs against a clock
Where sending volume decides it

Our allowance is per account, so a team shares one pool.

  • 1,000 a month on $39 covers most teams without anyone counting
  • Ten people can draw on the same allowance for one price
  • Bulk send and FusionForms for collecting one document from many people

Unlimited sending, which genuinely wins at high volume from few people.

  • Paid plans advertise unlimited signature requests
  • One person sending thousands a month costs $15 on Essentials
  • This is the case where Dropbox Sign is the cheaper answer, and we would rather say so
What it costs — a team of five, sending 300 documents a month
Plan comparedPearSign ProfessionalDropbox Sign Standard
How the price is builtflat, 15 seats included5 seats × $25
Cost per month$39$125
Sending included1,000 / monthunlimited
Cost per document at this volume$0.13$0.42
Sending and signing
Reusable templatesFree plan and upAll plans
Signing order and sequential routingAll plansNot named on the pricing page
Bulk send to many recipients at onceProfessional, $39/mo flatStandard, $25/user monthly ($17.50 annual), 2 seats minimum
Request file uploads from the signerAll plansEssentials and up
Public web form anyone can startProfessional, $39/mo flatEssentials — template links
Automated reminders and expiryAll plansAll plans
Sign on mobile with no accountAll plansAll plans
Saved templates included3 Free, 15 Starter, 100 Professional, unlimited Enterprise15 account-wide on Standard; unlimited only on quote-only Premium
In-person signing on one deviceNot offeredEssentials and up
Creating the document
AI drafts the document from a promptProfessional, $39/mo flatNot on the pricing page
AI places the signature fieldsProfessional, $39/mo flatNot on the pricing page
Edit a PDF in the browser before sendingAll plansNot on the pricing page
Proposal and quote builder with pricing tablesNot offeredNot an eSignature feature
Proof the signature holds
Tamper-evident seal on the finished PDFAll plansEssentials — tamper-proof documents
Certificate of completionAll plansEssentials — certifications
Audit trailAll plansAll plans
Verify a signed document after the factAll plansNot on the pricing page
Identity and access
Phone / SMS verification of the signerProfessional, $39/mo flatStandard — metered at 10 per user per month
Government-ID verificationNot offeredNot on the pricing page
Remote online notarisationNot offeredNot on the pricing page
SSO / SAMLEnterprise, $399/mo flatStandard, $17.50/user annual — cheapest SSO on this shelf
Roles and permissionsStarter, $15/mo flatStandard, $17.50/user annual — admin console
Knowing what is in your contracts
AI repository over executed agreementsNot offeredNot offered — integrates Ironclad instead
Contract lifecycle managementNot offeredNot offered — integrates Ironclad instead
Building on it
REST APIStarter, $15/mo flatSeparate product — $75/mo for 50 requests, $250/mo for 100
WebhooksStarter, $15/mo flatNot named on the pricing page
Custom brandingStarter, $15/mo flatStandard, $17.50/user annual
Collect payment at signingNot offeredNot on the pricing page
API sends metered separately from your planNo — an envelope is an envelope however it was createdYes — API is a separate product with its own request caps
Data residencyNot published by PearSignPremium on seats; API Standard, $250/mo

Read it end to end and the shape is consistent. Dropbox Sign has the longer feature list, and the rows above say so plainly — there are capabilities there that PearSign does not have at all. What the table also shows is what each product charges to do the work most teams actually do: send documents, collect signatures, and let a few colleagues do the same. On that work PearSign is a flat $39 a month for fifteen people with a thousand documents included, and every competitor here multiplies by headcount before you send anything. That is the trade: a shorter feature list, at a fraction of the price, with no meter on what you send.

Rows come from Dropbox Sign’s own published plan comparison, read on 2026-08-25. Where Dropbox Sign does not publish something it is marked not published rather than “no” — an absent mention is not evidence of an absent feature. Scope is product capability as each vendor documents it; security certifications and compliance programmes are not compared here.

Send one and see

3 envelopes total, free forever, no card and no trial that quietly ends. Put something you actually need signed through it.

Straight answers

PearSign and Dropbox Sign

Dropbox Sign says unlimited — isn't that always better?

For very high volume from one or two people, yes, and we would rather say so than pretend otherwise. The trade-off is seats: Standard is $25 per user per month from two users up, so cost scales with the number of people sending. PearSign's allowance is per account, so a team of ten sharing 1,000 envelopes a month pays one $39 price.

Is Dropbox Sign the same as HelloSign?

Yes. HelloSign was acquired by Dropbox and renamed Dropbox Sign; existing accounts became Dropbox Sign accounts.

Do I need Dropbox to use PearSign?

No. PearSign stores documents itself and offers a Dropbox integration if you want files to land there, but nothing requires a Dropbox account.

Sources

Every Dropbox Sign figure on this page was read from Dropbox Sign’s own site on 2026-08-25. Pricing changes; the source is linked so you can check it rather than trust us.

Dropbox Sign is a trademark of its respective owner. PearSign is not affiliated with, endorsed by, or sponsored by Dropbox Sign.

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