Agreements.ai vs HelloSign (Dropbox Sign)

HelloSign (now Dropbox Sign) is a beloved e-signature tool known for its simplicity and clean UX. It's perfect if signing is all you need. But Agreements.ai goes far beyond signing — with AI-powered drafting, contract analysis, 370+ templates, CRM, and case management. If you want a complete contract platform, Agreements.ai is the more comprehensive choice.

Our Pick

Agreements.ai

Agreements.ai is an AI-powered contract platform that goes beyond signing — combining intelligent drafting, deep analysis, e-signatures, CRM, and case management in one affordable solution.

HelloSign (Dropbox Sign)

HelloSign, now rebranded as Dropbox Sign, is an e-signature platform known for its clean, simple user experience. Integrated into the Dropbox ecosystem, it offers straightforward electronic signatures with basic template and workflow features.

Feature Comparison

FeatureAgreements.aiHelloSign (Dropbox Sign)
Electronic Signatures
AI Contract Drafting
AI Contract Analysis
AI Chat (Ask Questions About Contracts)
Template Library (370+)⚠️
Basic templates
Clause Library
Contract Management (CLM)
Client/Contact CRM
Case Management
Dropbox Integration⚠️
Bulk Send
Mobile Signing
Audit Trail
Team Management
Embedded Signing (API)
Free Tier Available
API Access
Custom Branding
Signer Attachments

Pricing Comparison

Agreements.ai

Free – $29/user/month

Free tier with AI drafting, analysis, and signing. Pro plans from $12/mo with full platform access.

HelloSign (Dropbox Sign)

$15–$25/user/month

Essentials $15/mo (5 docs/month). Standard $25/mo (unlimited). Free plan allows 3 docs/month. API pricing separate.

Who Should Use Which?

Choose Agreements.ai if…

Professionals who want one platform for the entire contract lifecycle. From AI-assisted creation and analysis to signing and management — without needing separate tools.

Choose HelloSign (Dropbox Sign) if…

Teams and individuals who need simple, clean e-signatures, especially those already in the Dropbox ecosystem. Great for basic signing workflows without complexity.

Honest Pros & Cons

Agreements.ai

Pros

  • Complete platform: draft, analyze, sign, and manage
  • AI-powered drafting and analysis saves hours
  • 370+ professional templates included
  • Built-in CRM and case management
  • More generous free tier with AI features

Cons

  • No deep Dropbox integration
  • Less polished signing-only UX (more features = more complexity)
  • Newer platform with smaller brand recognition
  • Smaller developer API ecosystem

HelloSign (Dropbox Sign)

Pros

  • Beautifully simple, clean user experience
  • Excellent Dropbox ecosystem integration
  • Free plan available (3 docs/month)
  • Strong developer API for embedded signing
  • Well-loved brand with loyal user base

Cons

  • No AI drafting or contract analysis
  • Very limited template capabilities
  • No contract lifecycle management
  • No CRM or case management
  • Free plan is very limited (3 docs/month)

Frequently Asked Questions

Can Agreements.ai replace HelloSign/Dropbox Sign?
Yes. Agreements.ai includes e-signature functionality along with AI drafting, analysis, templates, CRM, and contract management. If you use HelloSign only for signing, Agreements.ai replaces it while adding significant capabilities.
Is HelloSign simpler than Agreements.ai?
For pure signing, yes — HelloSign's clean, minimal interface is one of the simplest. Agreements.ai has more features, which means a slightly steeper learning curve, but you get an entire contract platform instead of just signing.
How do the free tiers compare?
HelloSign's free plan allows 3 documents per month with basic signing only. Agreements.ai's free tier includes AI drafting, AI analysis, e-signatures, and templates — significantly more functionality.
Does HelloSign have AI features?
No. HelloSign/Dropbox Sign is a traditional e-signature tool without AI capabilities. Agreements.ai uses AI for contract drafting, risk analysis, and conversational queries about any document.
Should I switch from HelloSign to Agreements.ai?
If you only need basic signing and love the Dropbox ecosystem, HelloSign remains a good choice. If you want AI-powered contract creation, analysis, and management alongside signing, Agreements.ai provides far more value.

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