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14 min read

Dropbox Sign (Formerly Hellosign) VS. DocuSign Comparison

Published: November 23, 2022
Updated: November 11, 2025
Dayana Mayfield Dayana Mayfield
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    Quick Summary

    This article compares Dropbox Sign (formerly HelloSign) and DocuSign, highlighting key differences in pricing, features, integrations, and usability. Understanding these platforms is crucial for businesses seeking efficient e-signature solutions. For teams needing more than signatures, Proposify offers a full proposal management system. Explore our blog for deeper insights, feature breakdowns, and guidance on choosing the best platform for your workflow.

    Dropbox Sign (Formerly Hellosign) VS. DocuSign Comparison

    Are you wondering how Hellosign compares with DocuSign?

    Well…Dropbox recently acquired Hellosign, so the platform is actually now called Dropbox Sign.

    In this guide, we’re comparing Dropbox Sign versus DocuSign to help you choose the ultimate e-signature platform.

    Which one is right for you? It depends—do you want to get the cheapest option that covers your basic needs? Or are you willing to pay more for advanced analytics, team collaboration, and security?

    No matter your e-signature needs, all of the answers are about to be crystal clear.

    Comparison Categories:

    • Reviews

    • Unlimited Signature Requests

    • Conditional Fields

    • Integrations

    • Custom Branding

    • Pricing

    • Templates

    • API

    • Security

    • Analytics and Reporting

    • Additional Use Cases

    Dropbox Sign (formerly Hellosign) vs DocuSign

    An Overview


    Both Dropbox Sign (formerly HelloSign) and DocuSign are leading eSignature platforms that simplify the way businesses prepare, send, and manage agreements. While both tools let you securely sign documents online, they serve slightly different audiences and offer distinct strengths.

    DocuSign has long been considered the industry standard, offering a feature-rich platform designed for enterprises with complex compliance, security, and integration needs. On the other hand, Dropbox Sign focuses on simplicity, ease of use, and seamless integration with Dropbox’s broader cloud ecosystem, making it especially appealing for small to mid-sized businesses.

    Let’s compare Dropbox Sign with DocuSign.

    We’ve outlined the details of each company’s offerings and selected a winner for each category to help you quickly see which platform best caters to your priorities.

    Reviews

    When choosing an esignature solution, you’ll want to know what other customers think. Good news, both have great reviews.

    DocuSign vs Dropbox Sign - Reviews

     

    Dropbox Sign:

    Dropbox Sign has 4.7 stars on G2 and 4.7 stars on Capterra.

    DocuSign:

    DocuSign has 4.5 stars on G2 and 4.7 stars on Capterra.

    Who wins this category?

    Both platforms offer trusted features and customer support. Dropbox Sign does have a more consistent rating average, but the race is very close!

    Unlimited Signature Requests

    Want to send dozens of documents each month? You’ll want unlimited access.

    DocuSign vs Dropbox Sign - Unlimited Signature Requests

    Dropbox Sign:

    Dropbox Sign offers unlimited signature requests on all plans, meaning it costs as little as $15 per month when paid annually to access this feature.

    DocuSign:

    To access unlimited signature requests, you’ll need to choose DocuSign’s second-tier plan, which costs $25 per month when paid annually.

    Who wins this category?

    Dropbox Sign gives you unlimited signature requests for less money.

    Conditional Fields

    Conditional fields can be used to request information based on a signer’s responses. This can be useful when collecting information from a new client.

    DocuSign vs Dropbox Sign - Conditional Fields

    Dropbox Sign:

    The only way to access this feature with Dropbox Sign is to pay for a custom enterprise plan.

    DocuSign:

    DocuSign offers conditional fields on their Business Pro plan, which costs $40 per user per month.

    Who wins this category?

    DocuSign offers more affordable access to conditional fields.

    Integrations

    By connecting your electronic signature software to your other tools, you can streamline your workflows.

    DocuSign vs Dropbox Sign - Integrations

    Dropbox Sign:

    Dropbox Sign offers integrations with Dropbox, HubSpot, Microsoft Word, and Google Drive on their lower priced plans. However, if you want access to enterprise-grade integrations like Salesforce, Microsoft SharePoint, and Oracle, you’ll need to opt for their Standard Plan ($25 per user per month when paid annually) or a custom enterprise plan.

    DocuSign:

    With DocuSign, you’ll get access to basic integrations on all plans (Box, Dropbox, Evernote, Google Drive, and Microsoft 365). If you want to integrate your account with your CRM (Salesforce, Microsoft Dynamics, Microsoft SharePoint, Net Suite Sugar CRM, etc.), then you need to purchase a custom enterprise plan.

    Who wins this category?

    DocuSign integrates with more CRMs than Dropbox Sign, but you have to pay a higher amount to access those integrations. If you use a popular CRM like Salesforce, Microsoft SharePoint, HubSpot, or Oracle, you’ll get more bang for your buck by choosing Dropbox Sign’s Standard Plan.

    Custom Branding

    Custom branding gives your digital signatures an on-brand feel.

    DocuSign vs Dropbox Sign - Custom Branding

    Dropbox Sign:

    With Dropbox Sign, you can add your company’s logo, colors, and custom messaging to signature requests and signing pages.

    To get access to the custom branding features, you’ll need to choose the Standard Plan, which costs $25 per user per month when paid annually.

    DocuSign:

    You can customize the notification emails and web pages seen by your clients. Update your logo and color themes to make the singing experience match your brand.

    To get access to the custom branding features, you’ll need the Business Pro plan, which costs $40 per user per month when paid annually.

    Who wins this category?

    Dropbox Sign lets you customize the branding of your e-signatures and requests on a lower-price plan, so if branding is your top-choice feature, you’ll get more for less with Dropbox Sign.

    Pricing

    Because both platforms offer similar features, your decision might come down to price.

    DocuSign vs Dropbox Sign - Pricing

    Dropbox Sign:

    • The Essentials Plan is $15 per month when paid annually. You get unlimited signing for one user.

    • The Dropbox + eSign Plan is $24.99 per month for up to one user (when paid annually). You not only get unlimited signing, but also Dropbox features such as 3TB of encrypted storage and 100GB of file transfers.

    • The Standard Plan costs $25 per user per month when paid annually. With this plan, you don’t get the Dropbox storage features, but you do get advanced e-signature features like in-person signing functionality, customized branding, SMS authentications, reporting, and bulk sending.

    DocuSign:

    • The Personal Plan is $10 per month when paid annually. With this plan, you can have up to one user and sign 5 documents per month.

    • The Standard Plan is $25 per user per month when paid annually. You can pay for up to 50 users in your account and you can send unlimited documents for signature. You also get templates, team reports, and customized branding.

    • The Business Pro Plan is $40 per user per month when paid annually. You get everything in the Standard Plan, plus signer attachments, SMS authentications, collaborative fields, and payment collection.

    Who wins this category?

    If you need to sign fewer than 5 documents per month, DocuSign’s Personal Plan will be your cheapest option. But if you want unlimited documents, then you should opt for Dropbox Sign’s Essentials Plan.

    If you want advanced features like customized branding, reporting, and SMS authentications, then you’ll get the most bang for your buck with Dropbox Sign’s Standard plan.

    All things considered, Dropbox Sign offers more features for a lower price.

    Templates

    Templates are great for saving time. If you send the same types of documents again and again, you need this feature.

    DocuSign vs Dropbox Sign - Templates

    Dropbox Sign:

    Dropbox Sign allows you to use templates to save time on new document creation. The Essentials Plan and the Dropbox + eSign Plan both offer up to 5 templates.

    To get up to 15 templates (and the ability to share templates internally with your team), you’ll need the Standard Plan for $25 per user per month when paid annually. To get unlimited templates, you’ll need to opt for a custom enterprise plan.

    DocuSign:

    With DocuSign, you get access to unlimited templates on all plans. Your templates can include defined recipient roles, signature fields, and information fields.

    However, if you want to share those templates internally with other members of your company, you’ll need to sign up for the Standard Plan, which costs $25 per user per month when paid annually.

    Who wins this category?

    DocuSign offers unlimited templates on all plans. If that’s an important feature for you, you’ll be better off choosing any of DocuSign’s plans over a Dropbox Sign subscription.

    API

    An API is essential for adding e-signature functionality to your own app.

    DocuSign vs Dropbox Sign - API

     

    Dropbox Sign:

    Dropbox Sign has repeatedly won G2’s award for being the easiest e-signature API to implement.

    Their API product starts at $75 per month for up to 50 signature requests, or $250 per month for 100 signature requests plus advanced signer fields. Custom pricing is also available for bulk needs.

    DocuSign:

    DocuSign offers REST and SOAP APIs so developers can deploy it in their own solutions.

    DocuSign’s API pricing starts at $50 per month for up to 40 signature requests, or $300 per month for up to 100 signature requests and personalized branding.

    Who wins this category?

    Dropbox Sign’s API is better rated, but DocuSign offers a lower-cost option, so if your needs are low, you might want to choose DocuSign to save money. Their higher-tier plans are comparable, so there’s no harm in starting small with DocuSign.

    Security

    Most modern e-signature platforms are secure, but they might offer different advanced features.

    DocuSign vs Dropbox Sign - Security

     

    Dropbox Sign:

    With Dropbox Sign, you can use SMS authentication so you know that your intended recipient is truly the signer. This feature is available on their Standard Plan and above ($25 per user per month when paid annually).

    Enterprises can also opt for QES2, the most secure e-signatures in the world under eIDAS, which is an EU regulation seeking to set the standard for cross-border transactions. This feature is only available on the Premium Plan (custom pricing only).

    Audit trails (activity tracking and time stamps) are available on all plans.

    DocuSign:

    DocuSign also offers SMS authentication, but only on the Business Pro plan, which costs $40 per user per month when paid annually.

    And, like Dropbox Sign, DocuSign also offers QES2 on their custom enterprise plans.

    Audit trails are available on all plans.

    Who wins this category?

    If you need SMS authentication, Dropbox Sign’s Standard Plan is a cheaper alternative to DocuSign’s Business Pro Plan.

    If you’re looking for QES2, you should get a custom quote from both companies and see which one covers all of your needs for a lower cost.

    Keep in mind that the majority of businesses don’t need to adhere to this protocol, as it’s only necessary for enterprises in the EU. Most businesses can get by with AES 256-bit encryption, which both companies offer on all plans.

    Analytics and Reporting

    Keep track of your success rate and get advanced insights.

    DocuSign vs Dropbox Sign - Analytics & Reporting

    Dropbox Sign:

    Dropbox Sign offers basic reporting on all plans. This includes usage statistics, such as how many requests have been sent and signed.

    Their advanced reporting features are only available on custom enterprise plans and they offer insights into document turnaround times and status, so you can not only analyze your closing rate but also your sales cycle.

    DocuSign:

    DocuSign also offers basic reporting on all of their plans. However, their basic reporting features cover more data. Not only can you track usage statistics, but also signing status, completed time, and voided reasons.

    Advanced AI-driven analytics are also available on custom enterprise plans.

    Who wins this category?

    Toe-to-toe, DocuSign offers deeper insights on any plan, whether you’re opting for something more affordable or purchasing an e-signature solution for a large enterprise.

    Additional Use Cases

    Both platforms offer additional use cases in case you want to consolidate your tech stack.

    DocuSign vs Dropbox Sign - Additional Use Cases

     

    Dropbox Sign:

    We’ve mentioned this in the pricing comparison above, but it’s worth calling out. If you sign up for Dropbox Sign’s Dropbox + eSign plan, you get access to unlimited e-signatures and up to 3TB of secure cloud file storage.

    If you need both solutions, this could be a great way for you to consolidate your tech stack and save money.

    DocuSign:

    DocuSign also has a combo plan designed for real estate agents that let’s you get two products in one. But with DocuSign, you’d be getting their forms product. With forms, you can create on-demand, self-service documents, for a variety of purposes. This way, you don’t have to generate a new file every time, but you can instead streamline your workflow and create a portal on your website where each new client can access all of the appropriate forms.

    Who wins this category?

    That totally depends! Both companies offer great combo deals. If you’re a real estate agent, you’ll benefit from DocuSign’s forms, but if you don’t yet have a secure cloud storage solution, you can opt for Dropbox Sign and get e-signatures and storage in one plan. Or you can check out this review article at CloudWards, and choose cloud storage service for your needs

    The truth is…neither of these combo deals might be a fit for you. If you send proposals to your clients, you’ll be better off combining e-signatures with your proposal software, such as Proposify.

    Best Alternative to Dropbox Sign & DocuSign: Proposify


    If you’re looking for more than just a way to sign documents, Proposify is the stronger alternative to Dropbox Sign and DocuSign. Instead of simply handling e-signatures, Proposify gives sales teams a complete proposal management platform. That means you can create, send, track, and close deals all in one place, without stitching together multiple tools.

    With Proposify, every proposal is on-brand, interactive, and backed by analytics. From pre-built templates and content libraries to real-time client engagement tracking, you get visibility and control over the full sales cycle. This makes it especially powerful for teams that need more than document signing. They need a deal-closing system.

    Key Features



    • Product Overview: Proposify’s platform gives sales teams complete visibility into the entire proposal lifecycle, from creation to close, so you can manage every deal in one place.
    • Automate Your Workflows: With Proposify’s automation tools, repetitive tasks like approvals, reminders, and document routing are handled for you, freeing up more time to focus on selling.
    • Create and Send: The drag-and-drop proposal editor makes it simple to create branded, professional proposals quickly and send them to prospects without relying on design resources.
    • Integrations: Proposify integrates with leading CRMs and business apps, ensuring your proposal process connects seamlessly with the rest of your sales ecosystem.
    • Track and Close: Engagement tracking in Proposify shows when prospects open a proposal, how long they spend on each section, and where they’re most interested, insights that help you close faster.
    • API: The Proposify API allows teams to build custom integrations, extend platform functionality, and tailor the proposal process to their unique workflows.

    Pricing


    Proposify offers flexible pricing plans designed to scale with your sales team’s needs. You can start with an affordable monthly plan for smaller teams, or choose enterprise-grade options with advanced features like custom roles, integrations, and analytics. 

    Unlike Dropbox Sign and DocuSign, which mainly charge per signature or seat, Proposify’s pricing reflects its broader value as a proposal management and closing platform.

    Pros



    • Combines proposal creation, tracking, and signing in one tool
    • Highly customizable templates for branded proposals
    • Analytics-driven insights to prioritize deals and follow-ups
    • Built-in payments and eSignatures reduce friction in closing

    Cons



    • More specialized for sales teams (less suited for general business signing needs)

    Dropbox Sign vs DocuSign vs Proposify: Feature Comparison

    Feature

    Proposify

    Dropbox Sign

    DocuSign

    Primary Use Case

    Proposal creation, e-signatures, workflow automation and payment collection

    E-signatures and document workflows

    E-signatures and digital agreement management

    Ideal For

    Sales teams, freelancers, and Marketing, IT

    Creatives, IT, and HR.

    Enterprises, real estate, financial services

    E-signatures

    Integrated within proposals

    Standalone e-signature platform

    Standalone e-signature platform

    Proposal Templates

    Customizable templates with dynamic pricing

    Not applicable

    Not applicable

    Payment Collection

    Integrated payment gateways within proposals

    Limited to high pricing tiers

    Not applicable

    Analytics & Tracking

    Proposal analytics, client activity tracking

    Basic document tracking

    Advanced analytics and reporting

    Integrations

    Salesforce, HubSpot, Zapier, and more

    Dropbox, Google Drive, Microsoft 365, Salesforce

    Extensive integrations including Microsoft 365, Salesforce, and more

    Custom Branding

    Fully customizable branding within proposals

    Custom branding available

    Custom branding available


    Try Proposify for e-signatures, proposals, and more

    Did you know that you can get e-signatures inside of proposal software? If you send proposals to prospects, you’ll improve your closing rate by adding e-signatures directly to your proposals, (rather than sending separate proposals and contracts).

    Plus, when you use proposal software like Proposify instead of outdated PDF tools, you can cut your proposal creation time by 50 to 90%, curate a library of interchangeable proposal sections so all of your sellers are sending approved content, and get visibility into how your prospects are interacting with your proposal.

    For an all-in-one proposal + e-signature tool, get a demo of Proposify.

    Dayana Mayfield
    Dayana Mayfield

    Dayana Mayfield is a B2B SaaS copywriter who believes in the power of content marketing and a good smoothie. She lives in Northern California. Connect with her on LinkedIn here: linkedin.com/in/dayanamayfield/

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    Basic

    Start free trial

    Team

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    Brand customization

    Unlimited templates

    All accounts allow unlimited templates.

    Content library

    Create and share templates, sections, and images that can be pulled into documents.

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    Our team of experts can perform advanced troubleshooting and even set up zaps and automations to get the job done.

    Custom template design

    Our in-house designers will design an on-brand, professional proposal template to your satisfaction.

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