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BoldSign vs ShareFile - Comparison 2025

BoldSign vs. ShareFile

Last updated on

Reviewed by Paddy Stobbs

Stackfix Co-Founder & CEO

PS

ShareFile and BoldSign serve distinctly different needs in the e-signature market. ShareFile excels in integration capabilities and data handling, making it better suited for enterprises with complex tech stacks and data management needs.

BoldSign, with its superior ease of use and document preparation features, is ideal for small to medium-sized businesses prioritizing user-friendly operations and straightforward signing workflows. While ShareFile offers broader integration options, BoldSign provides a more intuitive experience with better document preparation tools and signing controls.

BoldSign Product Logo

Advantages of BoldSign

BoldSign has a much better document preparation system

BoldSign's advanced drag-and-drop builder outperforms ShareFile with features like auto-suggested field placement, conditional fields, and custom field creation. This makes it much more efficient for teams that frequently prepare complex documents for signing.

BoldSign is significantly easier to use

BoldSign offers an exceptionally user-friendly experience compared to ShareFile's more complex interface. Its focused feature set and clean design make it perfect for teams that need to get up and running quickly with e-signatures without a steep learning curve.

BoldSign has a more modern and intuitive interface

BoldSign's clean, modern interface provides a better user experience than ShareFile's plain and sometimes confusing UI. This makes it easier for teams to navigate and manage their document signing processes efficiently.

BoldSign offers superior signing workflow control

BoldSign provides more flexible signing order options than ShareFile, including in-person signing and custom reminder intervals. This makes it better suited for organizations with complex signing workflows involving multiple parties.

ShareFile Product Logo

Advantages of ShareFile

ShareFile offers better data export capabilities

ShareFile provides more comprehensive export options compared to BoldSign's minimal offerings. With native CRM integrations and API options, ShareFile makes it easier for businesses to sync and export their document data across platforms.

ShareFile is significantly better integrated

While BoldSign struggles with integrations, ShareFile offers native connections to Salesforce, Pipedrive, and Microsoft 365, plus Zapier support for thousands more apps. This makes it invaluable for businesses that need their e-signature solution to work seamlessly with their existing tech stack.

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

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

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

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

Gallery

BoldSign logoBoldSign
BoldSign screenshot
ShareFile logoShareFile
ShareFile screenshot

Pricing, features & ratings

BoldSign logo

BoldSign

Starting at

$0

Billed monthly

Pricing calculatorVisit Website
ShareFile logo

ShareFile

Starting at

$17.60

user / month

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>
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>
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 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>
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>
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>
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>
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>
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>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>
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>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>
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>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>
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>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>
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