PearSign vs Dropbox Sign
Dropbox Sign, formerly HelloSign, is the cleanest signing experience of the three and the natural choice if your files already live in Dropbox. It also advertises unlimited signature requests on paid plans, which makes it a strong fit for steady high volume from a small number of people.
- Pricing model
- Flat monthly price per account, with team members included
- Free plan
- 10 envelopes / mo, no card
- Entry paid plan
- $15 / mo flat — 250 envelopes, 3 team members
- Next plan up
- $39 / mo flat — 1,000 envelopes, 15 team members
- Pricing model
- Per user, per month (Standard requires 2+ users)
- Free plan
- 30-day free trial; a limited free plan is referenced but requires signup
- Entry paid plan
- $15 / mo ($10.05 / mo billed yearly) — Unlimited signature requests
- Next plan up
- $25 / user / mo ($17.50 / user / mo billed yearly) — Unlimited signature requests
Dropbox Sign plans in full
Taken from Dropbox Sign’s own pricing page and checked on 2026-08-25. Prices change; the sources are linked at the foot of this page so you can check them yourself.
| Plan | Price | Sending allowance | Seats |
|---|---|---|---|
| Essentials | $15 / mo ($10.05 / mo billed yearly) | Unlimited signature requests | 1 user |
| Standard | $25 / user / mo ($17.50 / user / mo billed yearly) | Unlimited signature requests | 2+ users |
| Premium | Contact sales | Unlimited signature requests | 5+ users |
Where Dropbox Sign is the better choice
- Unlimited signature requests on paid plans — if you send very high volume from one or two people, this is the simplest pricing in the category.
- Native Dropbox integration, which is decisive if your documents already live there.
- A famously uncluttered signing flow; HelloSign built its reputation on being the easy one.
Where PearSign differs
There is no permanent free plan you can rely on
Dropbox Sign leads with a 30-day trial. PearSign's free plan is permanent — 10 envelopes a month, no card, no expiry — so evaluating it does not run against a clock.
Team pricing starts at two seats and scales per person
Dropbox Sign's Standard plan requires 2 or more users at $25 each per month, and Premium starts at 5. PearSign's $15 Starter covers 3 team members and $39 Professional covers 15, on one flat price.
Unlimited sending is a genuine advantage for them
If a single user sends thousands of documents a month, Dropbox Sign Essentials at $15 with unlimited requests will cost less than a PearSign plan sized to that volume. This is the case where the honest answer is that they are cheaper.
AI drafting and a sealed audit trail
PearSign drafts the document and places fields from a prompt, and every completed document carries an AATL-backed certificate with a tamper-evident audit trail. Dropbox Sign is focused on the signing step itself rather than on producing the document.
Try it on a real document
10 envelopes a month, free forever, no credit card and no trial that quietly ends. Send something you actually need signed and judge it on that.
Start freeSee PearSign pricingPearSign 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: Dropbox Sign 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 rather than per person, 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 HelloSign 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. We do not restate competitor pricing without a source, and we would rather you checked it than took our word for it.
Dropbox Sign is a trademark of its respective owner. PearSign is not affiliated with, endorsed by, or sponsored by Dropbox Sign. Pricing and features may have changed since the date above.