HelloSign

eSignatures made easy by Dropbox

Data verified Oct 18, 2026

Pundit
Score

#2 Trending in Legal & ComplianceAlternatives

Editorial Verdict

AI-researched, not hands-on tested

HelloSign's time savings are real -- about four minutes saved per document adds up to a cited $80,000 a year in billable time for frequent users. The honest friction: the app can freeze mid-signing, documents can't be edited after sending, and custom fields have to be rebuilt manually every time rather than saved for reuse.

Reviewed by AIToolPundit Editorial Team · last verified October 2026

About HelloSign

HelloSign (now Dropbox Sign) is a simple, secure, and legally binding eSignature solution. Trusted by thousands of businesses for contracts, NDAs, and HR forms, HelloSign makes getting documents signed as easy as attaching a file.

Screenshots

Commonly Cited Strengths & Limitations

Strengths

Saves time per document, translating to real billable-time savings
Reduces signing time from weeks to minutes
Audit trail helps verify signature authenticity and timing

Limitations

Users report the app can freeze while signing, forcing them to start over
Documents cannot be modified after they've been sent
Custom fields must be created manually each time and can't be saved for reuse
Customer support is often criticized as slow, generic, or unresponsive
Considered expensive, with costs escalating quickly for teams or high volumes
Limited customization and integrations for larger enterprises with complex workflows
Reliability issues reported with login, SSO, and mobile functionality

Common Use Cases

Sales contracts
NDAs
Offer letters
Creative approvals

Details

Pricing Model: Free Trial
Starting Price: $15/mo
Founded: 2011
Team Size: 201-500
Headquarters: San Francisco, CA
Platforms: WebiOSAndroid
Category: Legal & Compliance

Who is HelloSign for?

Sales Teams

Send and collect signatures on sales contracts to close deals faster and speed up the sales cycle.

HR and Recruiting Teams

Send offer letters and manage hiring and onboarding paperwork for a faster onboarding process.

Developers

Use the Dropbox Sign API to embed secure, branded eSignatures into their website, app, or customer experience.

Frequently Asked Questions

How much does HelloSign cost?

HelloSign starts at $15/mo (Free Trial).

Does HelloSign offer a free trial?

Yes, HelloSign offers a free trial of 30 days.

Does HelloSign have an API?

Yes, HelloSign provides an API for developers.

What platforms does HelloSign support?

HelloSign is available on Web, iOS, Android.

What does HelloSign integrate with?

HelloSign integrates with Dropbox, Google Drive, Salesforce, OneDrive.

Is HelloSign cloud-based or self-hosted?

HelloSign is offered as a cloud-based (SaaS) deployment.

What are the downsides of HelloSign?

Users report the app can freeze while signing, forcing them to start over Also, Documents cannot be modified after they've been sent

Who is HelloSign best for?

HelloSign is best suited for Sales Teams, HR and Recruiting Teams, Developers.

What can I use HelloSign for?

Common uses for HelloSign include sales contracts, ndas, offer letters, creative approvals.

How does HelloSign compare to DocuSign?

HelloSign and DocuSign are both used for legal & compliance -- specifically automation & workflow tools. See the full side-by-side comparison for pricing and feature differences.