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ShareFile vs Dropbox Sign - Comparison 2025

ShareFile vs. Dropbox Sign

Last updated on

Reviewed by Paddy Stobbs

Stackfix Co-Founder & CEO

PS

ShareFile and Dropbox Sign serve different needs in the eSignature market. ShareFile excels in enterprise-grade access control and Microsoft ecosystem integration, making it ideal for larger organizations with complex permission requirements and Microsoft-centric workflows.

Dropbox Sign, however, stands out with its superior auto-fill capabilities and comprehensive audit trails, making it better suited for businesses prioritizing efficiency in document processing and compliance tracking. While both platforms handle basic eSignature needs, ShareFile offers better form field customization, whereas Dropbox Sign provides superior reporting and analytics.

ShareFile Product Logo

Advantages of ShareFile

ShareFile is significantly better at role-based access control than Dropbox Sign
While Dropbox Sign only allows basic folder-level permissions, ShareFile provides granular control over user roles and actions. This is particularly valuable for large organizations that need to maintain strict access controls and compliance requirements.
ShareFile has better interactive field support than Dropbox Sign
Unlike Dropbox Sign which lacks radio buttons and dropdowns, ShareFile offers a complete set of interactive fields including radio buttons achieved through checkbox groups. This makes it more suitable for complex form creation needs.
ShareFile offers more comprehensive integration options than Dropbox Sign
ShareFile provides native integrations with more business-critical platforms including Microsoft 365 and Pipedrive, while Dropbox Sign requires third-party connections for many integrations. This makes ShareFile more suitable for businesses heavily invested in the Microsoft ecosystem.
Dropbox Sign Product Logo

Advantages of Dropbox Sign

Dropbox Sign has superior auto-fill capabilities compared to ShareFile
With a dedicated section for auto-fill fields and excellent organization of common fields like date, name, and email, Dropbox Sign makes form completion significantly more efficient than ShareFile. This is particularly valuable for businesses processing high volumes of similar documents.
Dropbox Sign offers superior reporting and analytics compared to ShareFile
Unlike ShareFile's basic reporting, Dropbox Sign provides comprehensive insights into user activity, compliance, and near real-time signature status tracking. This makes it more suitable for businesses needing detailed visibility into their document workflows.
Dropbox Sign provides better audit trail features than ShareFile
While both platforms offer audit trails, Dropbox Sign's implementation is more comprehensive, including detailed logging and optional ID verification. This makes it a better choice for organizations with strict compliance requirements.

ShareFile is best for

  • Businesses with straightforward document signing requirements and strong team management needs
  • Who need granular control over user permissions and document access
  • And/or who need native integration with accounting and enterprise platforms like Salesforce

Dropbox Sign is best for

  • Businesses with straightforward document signing needs and existing Dropbox workflows
  • Who need secure document signing with detailed audit trails and ID verification
  • And/or who need automated field population and bulk sending capabilities

ShareFile is less good for

  • Businesses with complex document workflows requiring conditional logic and formula calculations
  • Who need detailed analytics and reporting capabilities
  • And/or who need advanced ID verification methods beyond basic authentication

Dropbox Sign is less good for

  • Businesses with complex document workflows requiring advanced field types and customization
  • Who need granular team permission controls and role-based access
  • And/or who need advanced signing features like e-witnessing and signer delegation

Gallery

ShareFile logoShareFile
ShareFile screenshot
Dropbox Sign logoDropbox Sign
Dropbox Sign screenshot

Pricing, features & ratings

ShareFile logo

ShareFile

Starting at

$17.60

user / month

Billed monthly

Pricing calculatorVisit Website
Dropbox Sign logo

Dropbox Sign

Starting at

$21.50

Converted from GBP

Billed monthly

Pricing calculatorVisit Website
Stackfix Verdict
Functionality
4

Functionality

4/10

<p>ShareFile is a basic eSignature solution with limited advanced features. It lacks web forms, a mobile app, and payment collection. There are no formula or conditional fields, and it doesn’t auto-suggest or place fields. It also lacks signer delegation and e-witnessing, restricting some workflows. The reports dashboard tracks document status but offers little beyond that.</p>
7

Functionality

7/10

<p>Dropbox Sign is an okay eSignature solution but has some limitations. It lacks web forms, custom fields, and formula fields, limiting customization. Files must be requested separately, and it doesn’t auto-suggest or place fields. There's no signer delegation or e-witnessing, restricting some workflows. Advanced security like knowledge-based authentication is missing, but password protection is available. The reports dashboard tracks usage and signature statuses, but overall, advanced features are limited.</p>
Ease of Use
6

Ease of Use

6/10

<p>The platform is generally easy to use, though advanced document preparation requires some learning. The UI can be confusing at times, and we found that we had to check the help center a few times to find some options. It lacks auto-suggest and field placement, limiting workflow efficiency. However, documents can be edited and resent without voiding, making corrections easier.</p>
6

Ease of Use

6/10

<p>The platform is easy to use with a clean, modern design, but it lacks field auto-placement for faster document creation. The builder doesn’t support custom fields, and there’s no file upload field, meaning documents must be requested separately—a major drawback. However, bulk sending, auto-reminders, and auto-fill from integrations help streamline workflows. Users can also edit and resend documents without voiding them, making corrections quick and simple.</p>
Look and feel
4

Look and feel

4/10

<p>The UI is plain and lacks a strong visual theme. It feels unpolished and confusing, with no dedicated global reports page—reports are only accessible through folders. Small UI bugs are present, and page load times are often slow. Logging requires entering the company subdomain as well as login details, adding unnecessary friction. The signature requests overview is too basic and could provide more detail for a quick view.</p>
6

Look and feel

6/10

<p>Although Dropbox Sign has a solid set of features, the interface is simple, modern, and has a nice theme. Navigation is straightforward, but it’s more of a file management platform than a typical layout for managing eSignature documents and tracking them. The drag-and-drop builder is easy to use but not as advanced as some competitors.&nbsp;</p>
Customisability
6

Customisability

6/10

<p>ShareFile typically handles capturing e-signatures well, but it's missing key advanced functionalities, including e-witnessing, signer delegation, and in-person signing, meaning not all signing flows are covered.&nbsp;The absence of custom reports is a significant drawback, making it difficult to get detailed insights without API reliance.&nbsp;While the platform is simple overall, it's got good control over user permissions and branding options.</p>
5

Customisability

5/10

<p>Dropbox Sign handles basic e-signatures but lacks key advanced customizability like e-witnessing and signer delegation, limiting signing flows. It also doesn’t support radio buttons, custom fields, or formula fields, reducing document customization. User role and permission control is minimal—you can only manage folder-level view/edit access for team members.</p>
Ease of Setup
5

Ease of Setup

5/10

<p>ShareFile offers a free trial, with self-serve purchasing for all tiers except custom plans. The onboarding process is simple, allowing users to create eSignature documents within 5–10 minutes. It integrates directly with many platforms, though HubSpot and Slack require Zapier. Custom branding is easy to configure. Setting up reusable templates, security settings, and user roles takes a few hours, while enterprise-level setup may take around a week.</p>
5

Ease of Setup

5/10

<p>Dropbox Sign offers a free trial, but the highest tier plan requires speaking with sales. The onboarding process is simple, allowing users to create eSignature documents within 5–10 minutes. It integrates directly with many platforms, though Pipedrive and Slack require Zapier. Custom branding is easy to configure. Despite its many features, the help docs are well-organized and detailed. Setting up reusable templates, security settings, and user roles takes a few hours, while enterprise-level setup may take around a week.</p>
Customer Support
5

Customer Support

5/10

<p>There is a Help Center with a good range of articles and guides. Email support is available via request submission, as well as live chat and phone support. Response times for email support are typically within one business day.</p>
5

Customer Support

5/10

<p>Dropbox Sign offers customer support based on your plan. All users can access the Help Center with a good range of articles and guides. Email support is available via request submission, but live chat and phone support are limited to higher-paid tiers. Response times for email support are typically within one business day, but this can be faster for users with the paid support add-on.</p>
Integratability
8

Integratability

8/10

<p>ShareFile natively integrates with platforms like Salesforce, Pipedrive, and Google Drive. HubSpot and PayPal require Zapier, which also connects to thousands of other apps. An API is available for custom integrations and automation.</p>
8

Integratability

8/10

<p>Dropbox Sign natively integrates with platforms like Salesforce, HubSpot, and Google Drive. Pipedrive, Stripe, and PayPal require Zapier, which also connects to thousands of other apps. An API is available for custom integrations and automation.</p>
Ease of Migration
7

Ease of Migration

7/10

<p>ShareFile provides multiple export options for completed documents, including PDFs with an optional audit trail. However, there are no quick-access buttons for sharing while viewing a document. Native CRM integrations allow seamless data syncing, with API options for further customization.</p>
7

Ease of Migration

7/10

<p>Dropbox Sign offers multiple ways to export completed document data. Finished documents can be exported as PDFs with the audit trail. You can also share via Dropbox and export to various platforms using quick-access buttons. Native CRM integrations enable seamless data syncing, with API options for further customization.</p>
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