ContractWorks vs Gatekeeper vs Outlaw Comparison
ContractWorks
Starting at Contact for pricing
- Free Trial
- Large Enterprises
- Medium Business
ContractWorks is an affordable and easy to use contract management software. With ContractWorks, business can track the entire contracting process in one place. The system allows user to track every document associated w…
Gatekeeper
Starting at Contact for pricing
- Free Trial
- Large Enterprises
- Medium Business
Gatekeeper is a simple yet powerful tool to accept, issue and manage competitive bids while streamlining project management. Contractors can manage projects from inception through completion using Gatekeeper's powerful t…
Outlaw
Starting at Contact for pricing
- Large Enterprises
- Medium Business
Outlaw is a software application for small to medium businesses that provides complete contract and project management capabilities, including tracking of time and expenses, issue logging, task creation, and email integr…
ContractWorks leads on user satisfaction with a 4.8-star rating across 151 reviews.
ContractWorks vs Gatekeeper vs Outlaw — at a glance
| Feature | ContractWorks | Gatekeeper | Outlaw |
|---|---|---|---|
| Rating | 4.8 / 5 | 4.7 / 5 | 4.6 / 5 |
| Reviews | 151 | 83 | 97 |
| Starting price | Contact for pricing | Contact for pricing | Contact for pricing |
| Free trial | Yes | Yes | No |
| Free version | No | No | No |
| Best for | Large Enterprises, Medium Business, Small Business | Large Enterprises, Medium Business, Small Business | Large Enterprises, Medium Business, Small Business |
| Category | Contract Management Software | Contract Management Software | Contract Management Software |
| Platforms | SaaS/Web/Cloud | SaaS/Web/Cloud, Mobile - Android, Mobile - iOS | SaaS/Web/Cloud |
| API | — | Available | — |
| Support modes | 24/7 (Live rep), Business Hours, Online | 24/7 (Live rep), Business Hours, Online | Business Hours, Online |
| Certifications | SOC 2, GDPR | SOC 2, GDPR, ISO 27001 | SOC 2, GDPR |
| Data residency | US | US | US |
Key differences between ContractWorks and Gatekeeper
- User satisfaction: ContractWorks scores higher with a 4.8-star average.
- Deployment: ContractWorks supports SaaS/Web/Cloud; Gatekeeper supports SaaS/Web/Cloud, Mobile - Android, Mobile - iOS.
Compare ContractWorks vs Gatekeeper vs Outlaw — and walk away knowing which one fits.
Which tool fits your team best
Which is actually cheaper for your team size
Where each product wins, per real buyers
Most Contract Management Software tools look identical on paper. This comparison cuts to the differences that matter — pricing structure, team fit, and what real buyers found after signing up.
Biggest differences
Features
Pricing
Buying details
Security
Buyer feedback
Integrations
Product tour
Other options
Talk to an expert Talk to an expert | Talk to an expert Talk to an expert |
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Biggest differences
Start here before you go deeper into features.
Best for SMBs needing simple, reliable contract and document management.
- You are a small to medium business managing diverse contract documents in one place
- Your team values an intuitive interface with embedded notifications for contract deadlines
- You need straightforward contract tracking without complex automation or customization
- Your enterprise requires extensive automation for bulk contract processing
- You need highly customizable or configurable contract workflows for complex use cases
Best for managing construction bids, projects, and contractor payments efficiently.
- You need a robust tool for construction project and bid management.
- Your team requires integrated payment processing and expense tracking.
- You want reliable demo-to-implementation feature accuracy with strong support.
- Your organization demands extensive custom reporting and dashboard capabilities.
- You prefer a minimal feature set with no onboarding complexity.
Best for SMBs needing easy, efficient contract and project management.
- You want a user-friendly, intuitive interface for quick adoption.
- You need customizable contract templates and mobile access to tasks.
- You value responsive customer support to assist during onboarding and use.
- Your organization requires extensive platform integrations or heavy customization.
- You are a very small company with a limited budget.
ContractWorks: Best for SMBs needing simple, reliable contract and document management. Gatekeeper: Best for managing construction bids, projects, and contractor payments efficiently.
Description | ContractWorks is an affordable and easy to use contract management software. With ContractWorks, business can track the entire contracting process in one place. The system allows user to ... Read More about ContractWorks | Gatekeeper is a simple yet powerful tool to accept, issue and manage competitive bids while streamlining project management. Contractors can manage projects from inception through ... Read More about Gatekeeper | Outlaw is a software application for small to medium businesses that provides complete contract and project management capabilities, including tracking of time and expenses, issue logging, ... Read More about Outlaw |
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Free Trial Availability |
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Spotsaas ScoreWhat's this? ↗ | 9.3/10 | 9.5/10 | 9.0/10 |
User RatingsBased on verified Spotsaas reviews | |||
Best Company Size | 1-50 employees51-500 employees | Small BusinessMedium Business | 10-500 employees501-2000 employees |
Get pricing help | Get pricing help | Get pricing help |
Software Demo
Demo |
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How do ContractWorks, Gatekeeper and Outlaw Compare on Features?
Total Features | 13 Features | 16 Features | 15 Features |
|---|---|---|---|
Unique Features | No unique features | No unique features | No unique features |
Get Quote | Get Quote | Get Quote |
Compare ContractWorks, Gatekeeper and Outlaw on pricing
Review starting price, plan structure, and free-trial access side by side so you can see which option fits your budget and buying process.
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Other Details
Organization Types supported |
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Platforms Supported |
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API Support |
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Get help choosing | Get help choosing | Get help choosing |
Security & Compliance
Certifications, data handling, and security controls for IT and compliance evaluators.
SOC 2 | ✓ Yes | ✓ Yes | ✓ Yes |
|---|---|---|---|
HIPAA | ✗ No | ✗ No | ✗ No |
GDPR | ✓ Yes | ✓ Yes | ✓ Yes |
ISO 27001 | — | ✓ Yes | ✗ No |
Single Sign-On (SSO) | ✓ Yes | ✓ Yes | ✓ Yes |
Multi-Factor Auth (MFA) | ✓ Yes | ✓ Yes | ✓ Yes |
Data Encryption | ✓ Yes | ✓ Yes | ✓ Yes |
Audit Logs | ✓ Yes | ✓ Yes | ✓ Yes |
Data Residency | 🇺🇸 US | 🇺🇸 US | 🇺🇸 US |
ContractWorks vs Gatekeeper User Reviews & Rating Comparison
User Ratings | |||
|---|---|---|---|
Rating Distribution | |||
Spotsaas Editor’s POV generated by AI | Buyer sentiment Users generally express high satisfaction with ContractWorks for its ease of use, reliable notifications, and robust document management, though some desire more automation features. What buyers like
Common complaints
| Buyer sentiment Overall buyer sentiment is highly positive, praising ease of use, accurate demo-to-implementation fidelity, and strong customer support, with some concerns about initial complexity and limited reporting customization. What buyers like
Common complaints
| Buyer sentiment Users overwhelmingly praise Outlaw for its ease of use, intuitive interface, and excellent customer support, while noting some challenges with setup complexity and advanced features. What buyers like
Common complaints
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Pros and Cons |
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Positive Reviews | No reviews available for the product | No reviews available for the product | No reviews available for the product |
Media and Screenshots
Screenshots | No screenshots available. |  6 Screenshots | No screenshots available. |
|---|---|---|---|
Videos |  2 Videos |  1 Videos |  1 Videos |
Alternatives
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Disclaimer: This research has been collated from a variety of authoritative sources. We welcome your feedback at [email protected].
Frequently asked questions
- Which is better, ContractWorks or Gatekeeper?
- ContractWorks edges out the other on user ratings (4.8 vs 4.7). That said, the best pick depends on your use case — use the comparison tables above to evaluate each dimension.
- Do ContractWorks and Gatekeeper offer a free trial?
- Yes, both ContractWorks and Gatekeeper offer a free trial.
- What is the starting price of ContractWorks vs Gatekeeper?
- ContractWorks starts at Contact for pricing. Gatekeeper starts at Contact for pricing.
- What are the top alternatives to ContractWorks?
- Top alternatives to ContractWorks include ContractZen, Universal Contract Manager, Contract Advantage, Contractbook, Icertis Contract Management.
- What are the top alternatives to Gatekeeper?
- Top alternatives to Gatekeeper include Universal Contract Manager, Contract Advantage, Icertis Contract Management, ContractWorks, Contract Eagle.