Updated October 2026 · Prices checked October 14, 2026
Dropbox Sign Pricing 2026: Plans, API & Real Costs
Dropbox Sign (formerly HelloSign) costs $15/month for Essentials and $25 per user per month for Standard on monthly billing, or $10.05 and $17.50 per user per month billed yearly (checked October 14, 2026). Standard needs at least 2 users, Premium is custom-quoted for 5 or more, and paid plans include unlimited signature requests. API plans are priced separately, from $75/month.
Dropbox Sign has the simplest pricing of the big e-signature tools, with one clear advantage: every paid web plan includes unlimited signature requests. There are no envelope quotas to track, which is the main complaint about DocuSign and Adobe Sign user licenses.
The pricing page lists three web plans. Essentials is for one person at $15/month on monthly billing ($180 a year) or $10.05/month billed yearly ($120.60). Standard is $25 per user per month monthly or $17.50 per user per month yearly, for "2 or more" users, so the cheapest Standard account is $600 a year on monthly billing or $420 yearly. Premium is for 5 or more users and needs a custom quote. A free plan allows 3 signature requests a month plus unlimited self-signing, and paid plans come with a 30-day trial.
Two details deserve a closer look. First, templates are capped: 5 on Essentials, 15 on Standard, unlimited only on Premium. Second, the page currently advertises 30% off the first year of eligible annual plans, so check at checkout whether the yearly figure you see is a first-year price before you budget the renewal. Branding, bulk send, SMS authentication and the admin console start at Standard; SSO is listed only on Premium; Salesforce-type integrations are a paid add-on.
The API is a separate product with its own price list. API Essentials starts at $75/month for 50 signature requests a month, API Standard at $250/month for 100, and Premium is quoted; a test mode is free. Below is a full breakdown and what the same workload costs on eSignSimple's plans. For features, see our Dropbox Sign alternative page.
How does eSignSimple compare with Dropbox Sign?
| Feature | eSignSimple | Dropbox Sign |
|---|---|---|
| Free plan | Yes, 3 documents/month (sent or self-signed) | Yes, 3 signature requests/month, unlimited self-signing |
| Entry paid plan | Bronze: $4.99/month or $39.99/year, 25 documents/month | Essentials: $15/month, or $10.05/month billed yearly |
| Document limit on paid plans | 25/month on Bronze; unlimited on Silver | Unlimited signature requests on all paid plans |
| Templates | Unlimited on every plan | 5 (Essentials), 15 (Standard), unlimited (Premium) |
| Team plan | Gold: $19.99/month for up to 5 senders | Standard: $25/user/month, or $17.50 billed yearly, minimum 2 users |
| Custom branding | Your logo and brand color (Gold) | Standard and up |
| Bulk send | Silver ($9.99/month), up to 200 people per send | Standard and up |
| SMS authentication | No | Standard and up |
| SSO | No | Premium (custom quote) |
| API | REST API v1 and webhooks included in Silver ($9.99/month) | Separate API plans from $75/month (50 requests); test mode free |
| Embedded signing | No | API Standard and up |
| 1 user, 10 documents/month, per year | $39.99 (Bronze, yearly) | $120.60 (Essentials, yearly) or $180 (monthly) |
| 1 user, 40 documents/month, per year | $89.99 (Silver, yearly) | $120.60 (Essentials, yearly) or $180 (monthly) |
| 3-person team, per year | $179.99 (Gold, up to 5 senders) | $630 (3 Standard users, yearly) or $900 (monthly) |
What does Dropbox Sign cost?
| Plan | Price | What you get |
|---|---|---|
| Free | $0 | 3 signature requests per month (renewing every 30 days from sign-up), unlimited self-signing. No bulk send. |
| Essentials | $15/month billed monthly ($180/year), or $10.05/month billed yearly ($120.60) | 1 user, unlimited signature requests, 5 templates, template links, reminders, audit trail, Google Drive/Word/HubSpot integrations, email support. |
| Standard | $25/user/month billed monthly, or $17.50/user/month billed yearly | 2 or more users (from $600/year monthly or $420/year yearly); for 5+ users contact sales. 15 templates, branding, bulk send, admin console, reporting, signer attachments, in-person signing, SMS authentication. Salesforce and similar integrations are a paid add-on. |
| Premium | Custom quote | 5 or more users, unlimited templates, SSO, advanced signer fields and tools, advanced reporting, data residency, multi-teams, performance dashboards. |
| API Essentials / Standard / Premium | From $75/month ($900/year) / from $250/month ($3,000/year) / custom quote; test mode free | Separate from the web app. Essentials starts at 50 signature requests a month, Standard and Premium at 100; price rises with volume. Standard adds embedded signing and requesting. |
Prices checked October 14, 2026 on Dropbox Sign pricing, Dropbox Sign API pricing, Dropbox Help: Can I use Dropbox Sign for free?. Vendors change prices and may show different prices by country and currency, so confirm before you buy.
eSignSimple pricing, for comparison
| Plan | Price | What you get |
|---|---|---|
| Free | $0 | 3 documents a month (a document counts when it is sent), unlimited signers, templates, audit trail and certificate of completion. |
| Bronze | $4.99/month or $39.99/year | 1 sender, 25 documents a month, automatic reminders. |
| Silver | $9.99/month or $89.99/year | 1 sender, unlimited documents, bulk send (up to 200 people per send), web forms, REST API and webhooks. |
| Gold | $19.99/month or $179.99/year | Everything in Silver, team seats for up to 5 senders with shared templates, your logo and brand color, priority support. |
Where is Dropbox Sign the better choice?
- Unlimited signature requests on every paid plan, including the $15 Essentials plan. Heavy single senders never meet a quota.
- A mature API with official SDKs in Python, Ruby, PHP, Java, Node.js and C#, embedded signing and requesting, and a free test mode. eSignSimple has a plain REST API and webhooks, no SDKs, no sandbox and no embedded signing.
- SMS authentication on Standard, plus SSO, data residency and multi-team management on Premium.
- Native integrations with Google Drive, Microsoft Word, HubSpot and Dropbox, and Salesforce as an add-on. eSignSimple has no native integrations yet.
- The interface is available in 22 languages, against our 10, and Dropbox lists SOC 2 Type II and ISO 27001 compliance, which we do not claim.
Why do people switch to eSignSimple?
No template cap
Essentials allows 5 templates and Standard 15. eSignSimple includes unlimited templates on every plan, including the free one.
Bulk send and branding on one seat
Dropbox Sign puts bulk send and branding on Standard, which requires at least 2 users. eSignSimple gives one sender bulk send on Silver ($9.99/month) and branding on Gold ($19.99/month).
API included, not a separate subscription
Dropbox Sign's API starts at $75/month for 50 signature requests. eSignSimple Silver includes the REST API and webhooks for $9.99/month with no per-request fees.
Cheaper for occasional senders
If you send 10 to 25 documents a month, Bronze costs $39.99 a year, a third of Dropbox Sign Essentials billed yearly.
Who should pick which?
| Pick eSignSimple if… | Pick Dropbox Sign if… |
|---|---|
| You want unlimited templates and bulk send without buying two seats. | You need embedded signing in your own app, official SDKs or a test-mode sandbox. |
| You need a simple API and webhooks but not embedded signing or SDKs. | You need SMS authentication, SSO or data residency. |
| You send up to 25 documents a month and want to pay $39.99 a year. | You work inside Dropbox, Google Drive, HubSpot or Salesforce every day. |
| Your team is 2 to 5 senders and one flat price suits you. | You have more than 5 senders. |
How do you switch from Dropbox Sign to eSignSimple?
- Count how many templates you rely on and whether you use bulk send or the API; those decide the eSignSimple plan.
- Download completed documents and audit trails from Dropbox Sign before your renewal date.
- Send one real document from eSignSimple's free plan to check the signer experience.
- Recreate your templates (no cap on any plan) and, if you used the API, point your integration at eSignSimple's REST API and webhooks.
- Choose Bronze, Silver or Gold and let the Dropbox Sign plan expire at the end of its term.
Our take
Dropbox Sign's pricing is honest and easy to read, and unlimited signature requests on a $15 plan is a genuinely good deal for a busy solo sender. If you send 40 documents a month and need nothing beyond templates, Essentials is fairly priced.
The costs show up when you need more than one person or more than a few templates. Bulk send and branding mean Standard, Standard means two seats, and the API is a separate subscription from $75 a month. eSignSimple bundles those into Silver and Gold at a fraction of the price, as long as you do not need SMS authentication, SSO or embedded signing. Compare further on DocuSign vs Dropbox Sign and our DocuSign pricing page.
We compare published features and prices from each vendor's own website and list the sources above. Where we could not verify something, we say so. Dropbox Sign is a trademark of its owner; eSignSimple is not affiliated with it. See how we protect documents on our security page and what each plan includes on pricing.
Frequently asked questions
How much does Dropbox Sign cost per month?
As listed on October 14, 2026, Essentials is $15/month on monthly billing or $10.05/month billed yearly ($120.60), and Standard is $25 per user per month monthly or $17.50 per user per month yearly, with at least 2 users. Premium is custom-priced for 5 or more users.
Is Dropbox Sign free?
Dropbox Sign has a free plan with 3 signature requests per month, renewing every 30 days from sign-up, and unlimited self-signing. Bulk send is not included. Paid plans also have a 30-day free trial.
Does Dropbox Sign limit signature requests?
No. The pricing page lists unlimited signature requests on all paid web plans. The limits you will notice are templates (5 on Essentials, 15 on Standard) and features: bulk send, branding and SMS authentication need Standard, and SSO needs Premium.
How much is the Dropbox Sign API?
The API is priced separately. API Essentials starts at $75/month ($900 a year) for 50 signature requests a month and API Standard at $250/month ($3,000 a year) for 100, with higher volumes costing more. Premium is quoted, and test mode is free for building and testing.
Is there a minimum number of users on Dropbox Sign Standard?
Yes. Standard is listed for 2 or more users, and its starting price ($420 yearly or $600 monthly) equals two seats. Teams of 5 or more are directed to sales.
Is eSignSimple cheaper than Dropbox Sign?
For one sender, Bronze ($39.99/year) and Silver ($89.99/year) both cost less than Essentials billed yearly ($120.60), and Silver adds bulk send and the API. For a team of 3, Gold is $179.99 a year against $630 for three Standard users billed yearly. See our pricing.
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