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Outlaw vs Gatekeeper Comparison

Last updated:

Outlaw

4.6(97 reviews)

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…

Gatekeeper

4.7(83 reviews)

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…

Gatekeeper leads on user satisfaction with a 4.7-star rating across 83 reviews.

Outlaw vs Gatekeeper — at a glance

FeatureOutlawGatekeeper
Rating4.6 / 54.7 / 5
Reviews9783
Starting priceContact for pricingContact for pricing
Free trial No Yes
Free version No No
Best forLarge Enterprises, Medium Business, Small BusinessLarge Enterprises, Medium Business, Small Business
CategoryContract Management SoftwareContract Management Software
PlatformsSaaS/Web/CloudSaaS/Web/Cloud, Mobile - Android, Mobile - iOS
APIAvailable
Support modesBusiness Hours, Online24/7 (Live rep), Business Hours, Online
CertificationsSOC 2, GDPRSOC 2, GDPR, ISO 27001
Data residencyUSUS

Key differences between Outlaw and Gatekeeper

  • Free trial: Gatekeeper offers a free trial; Outlaw does not.
  • User satisfaction: Gatekeeper scores higher with a 4.7-star average.
  • Deployment: Outlaw supports SaaS/Web/Cloud; Gatekeeper supports SaaS/Web/Cloud, Mobile - Android, Mobile - iOS.

Outlaw vs Gatekeeper — find the better fit before you commit.

01

Which tool fits your team best

02

Which is actually cheaper for your team size

03

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.

Outlaw - Contract Management Software
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Talk to an expert
Gatekeeper - Contract Management Software
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Talk to an expert

Biggest differences

Start here before you go deeper into features.

Outlaw

Best for SMBs needing easy, efficient contract and project management.

Choose if
  • 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.
Consider alternatives if
  • Your organization requires extensive platform integrations or heavy customization.
  • You are a very small company with a limited budget.

Gatekeeper

Best for managing construction bids, projects, and contractor payments efficiently.

Choose if
  • 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.
Consider alternatives if
  • Your organization demands extensive custom reporting and dashboard capabilities.
  • You prefer a minimal feature set with no onboarding complexity.

Outlaw: Best for SMBs needing easy, efficient contract and project management. Gatekeeper: Best for managing construction bids, projects, and contractor payments efficiently.

Description

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

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

Free Trial Availability

  • No free trial
  • Free Trial available

Spotsaas Score

What's this? ↗

9.0/10

9.5/10

User Ratings

Based on verified Spotsaas reviews

4.6

(97)

4.7

(83)

Best Company Size

10-500 employees501-2000 employees
Small BusinessMedium Business
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Software Demo

Demo

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How do Outlaw and Gatekeeper Compare on Features?

Total Features

15 Features

16 Features

Unique Features

No unique features

No unique features

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Get Quote

Compare Outlaw and Gatekeeper 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.

Other Details

Organization Types supported

  • Large Enterprises
  • Small Business
  • Medium Business
  • Freelancers
  • Individuals
  • Large Enterprises
  • Small Business
  • Medium Business
  • Freelancers
  • Individuals

Platforms Supported

  • Mobile - iOS
  • Browser Based (Cloud)
  • Mobile - Android
  • Installed - Mac
  • Installed - Windows
  • Browser Based (Cloud)
  • Mobile - iOS
  • Browser Based (Cloud)
  • Mobile - Android
  • Installed - Mac
  • Installed - Windows
  • Browser Based (Cloud)

Modes of support

  • 24/7 (Live rep)
  • Business Hours
  • Online
  • 24/7 (Live rep)
  • Business Hours
  • Online

API Support

  • Not Available
  • Available
Get help choosing
Get help choosing

Security & Compliance

Certifications, data handling, and security controls for IT and compliance evaluators.

SOC 2

✓ Yes
✓ Yes

HIPAA

✗ No
✗ No

GDPR

✓ Yes
✓ Yes

ISO 27001

✗ No
✓ Yes

Single Sign-On (SSO)

✓ Yes
✓ Yes

Multi-Factor Auth (MFA)

✓ Yes
✓ Yes

Data Encryption

✓ Yes
✓ Yes

Audit Logs

✓ Yes
✓ Yes

Data Residency

🇺🇸 US
🇺🇸 US

Outlaw User Reviews & Rating Comparison

User Ratings

Rating Distribution

45

5

0

0

0

31

10

1

0

0

Spotsaas Editor’s POV generated by AI

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

  • Ease of use
  • Customer support
  • Contract generation efficiency

Common complaints

  • Complex initial setup
  • Limited integrations and customization

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

  • Ease of use
  • Customer support
  • Feature accuracy

Common complaints

  • Initial learning curve
  • Limited reporting customization

Pros and Cons

  • User-friendly interface and intuitive design facilitating quick adoption

  • Efficient contract generation and signing process improving productivity

  • Exceptional and responsive customer support

  • Time-consuming and technically demanding initial setup and onboarding

  • Limited integrations with some platforms and restricted customization options

  • Accurate functionality matching sales demos ensuring reliable implementation

  • Intuitive and user-friendly interface with customization options

  • Excellent and responsive customer support

  • Initial complexity for new users due to feature richness

  • Limited customization options for reports and dashboards

Positive Reviews

No reviews available for the product

No reviews available for the product

Media and Screenshots

Screenshots

No screenshots available.

screenshots

6 Screenshots

Videos

video-0

1 Videos

video-0

1 Videos

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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, Outlaw or Gatekeeper?
Gatekeeper edges out the other on user ratings (4.7 vs 4.6). That said, the best pick depends on your use case — use the comparison tables above to evaluate each dimension.
Do Outlaw and Gatekeeper offer a free trial?
Gatekeeper offers a free trial. Outlaw does not.
What is the starting price of Outlaw vs Gatekeeper?
Outlaw starts at Contact for pricing. Gatekeeper starts at Contact for pricing.
What are the top alternatives to Outlaw?
Top alternatives to Outlaw include Contract Advantage, Icertis Contract Management, ContractWorks, Agiloft Contract Management, Onit.
What are the top alternatives to Gatekeeper?
Top alternatives to Gatekeeper include Universal Contract Manager, Contract Advantage, Icertis Contract Management, ContractWorks, Contract Eagle.

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