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BoldSign vs Dropbox Sign - Comparison 2025

BoldSign vs. Dropbox Sign

Last updated on

Reviewed by Paddy Stobbs

Stackfix Co-Founder & CEO

PS

In comparing these eSignature solutions, we found that Dropbox Sign excels for businesses heavily invested in the Dropbox ecosystem or requiring extensive third-party integrations, with superior auto-filling capabilities and comprehensive analytics.

However, BoldSign emerges as the better choice for organizations needing advanced document creation tools and complex signing workflows, offering superior field customization and granular permission controls. While Dropbox Sign provides better integration options and reporting features, BoldSign offers a more sophisticated document builder and signing process management. Choose Dropbox Sign if your priority is seamless integration with other business tools; opt for BoldSign if you need advanced document customization and workflow control.

BoldSign Product Logo

Advantages of BoldSign

BoldSign provides better team permission controls than Dropbox Sign
Compared to Dropbox Sign's basic folder-level permissions, we found BoldSign offers comprehensive role-based access control with custom permission profiles. This makes it more suitable for larger organizations needing granular control over document access and actions.
BoldSign has a significantly more powerful document builder than Dropbox Sign
Unlike Dropbox Sign's basic field options, we found BoldSign's drag-and-drop builder offers advanced capabilities including dropdowns, radio buttons, formula fields, and file attachments. This makes it much more versatile for creating complex documents requiring varied input types.
BoldSign offers superior signing workflow control compared to Dropbox Sign
While Dropbox Sign only allows basic signing order, BoldSign provides extensive flexibility with different roles (signer, reviewer, in-person signer) and custom signing sequences. This is particularly valuable for organizations with complex approval processes or regulatory requirements.
Dropbox Sign Product Logo

Advantages of Dropbox Sign

Dropbox Sign is significantly better at auto-filling information than BoldSign
While BoldSign lacks auto-fill capabilities, we found that Dropbox Sign excels with a dedicated section for auto-fill fields including date signed, full name, email address, title, and company. This is particularly valuable for organizations processing high volumes of documents, as it dramatically reduces data entry time and errors.
Dropbox Sign has better document analytics and reporting than BoldSign
Compared to BoldSign's basic kanban view, Dropbox Sign provides comprehensive reporting with real-time dashboards showing signature status and detailed user activity insights. This is crucial for teams needing to track and analyze document workflows and compliance.
Dropbox Sign offers far superior integration capabilities compared to BoldSign
Unlike BoldSign's limited integration options, we found Dropbox Sign provides native integrations with major platforms like Salesforce, HubSpot, and Google Drive, plus Zapier connectivity for thousands more. This makes it significantly more versatile for businesses using multiple software tools in their workflow.

BoldSign is best for

  • Businesses with straightforward document signing workflows
  • Who need strong security features like detailed audit trails and custom access controls
  • And/or who need flexible document preparation with conditional fields and custom branding

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

BoldSign is less good for

  • Businesses with complex workflows
  • Who need detailed analytics and custom reporting capabilities
  • And/or who need advanced features like web forms, payment collection, or e-witnessing

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

BoldSign logoBoldSign
BoldSign screenshot
Dropbox Sign logoDropbox Sign
Dropbox Sign screenshot

Pricing, features & ratings

BoldSign logo

BoldSign

Starting at

$0

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
7

Functionality

7/10

<p>BoldSign provides a solid eSignature solution with a drag-and-drop builder for customizable fields. Users can control signing order, delegate signers, and enable in-person signing. It includes rooms with pre-set content for collaboration. A workflow automation builder lets users configure automations with integrations, supported by pre-made templates. Basic status tracking is available. Security features include password protection and ID verification. While functional, it lacks some advanced features like web forms, payment collection, e-witnessing, and detailed analytics.</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
10

Ease of Use

10/10

<p>For basic e-signature sharing and collecting, BoldSign maintains a good range of features and its limited functionality contributes to its ease of use rating.&nbsp;If you're focused on core e-signature needs and don't require advanced reporting or complex workflows, the Kanban view works great for tracking document statuses.&nbsp;The lack of web forms, payment collection, and other advanced features keeps the focus on e-signatures, making it exceptionally user-friendly.</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
8

Look and feel

8/10

<p>BoldSign keeps things simple, and that's its strength. The interface is clean and modern, with everything right where you'd expect to find it. The drag-and-drop builder is easy to use, and while you won't get fancy reporting features, their kanban view is perfect for tracking document status at a glance.</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
7

Customisability

7/10

<p>BoldSign handles basic e-signatures, but it's missing key advanced functionalities, including e-witnessing, 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 surprisingly 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
10

Ease of Setup

10/10

<p>BoldSign offers a simple onboarding process with a free trial and self-serve purchasing for all tiers except custom plans. Users can create their first eSignature document within minutes, and setting up templates, security settings, and user roles takes just a few hours. While custom permissions and branding are straightforward to configure, integration options are limited - with no Zapier support, connecting to other platforms requires API development.</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>It’s got live chat on their website, but it can be slow at times. You can speak with them over the phone or submit requests, but we found the self-help articles more than enough—there are hundreds of them covering most issues in detail.</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
5

Integratability

5/10

<p>BoldSign now offers a reasonable number of integrations - including Google Drive, Microsoft 365, Dropbox and Zapier.</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
3

Ease of Migration

3/10

<p>BoldSign offers minimal data export options. Finished documents can be exported in PDF format, and audit trails come in CSV format. A major drawback is the inability to download reports for tracking insights across multiple documents. With no native CRM integrations, data syncing is difficult—additional data must be exported via API for customization and automation.</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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