CobbleStone Software Reviews 2025: Pros & Cons, Pricing, and Features

Are you looking for an end-to-end CLM like CobbleStone Software? Analyzing competitors and reviews can be overwhelming, especially if you’re a first-time buyer. This blog covers both CobbleStone reviews at a glance, shortcutting your research and buying process.

You’ll learn about what users think about the platform, key features, pros and cons of the software, pricing plans, and a quick comparison with other competitors.

A complete overview of CobbleStone Software

CobbleStone Contract Insight Enterprise is a robust AI contract management system. The software automates and streamlines the contract lifecycle for legal, sales, procurement, and risk professionals across industries.

The patented Visdom AI is CobbleStone’s flagship feature that “thinks like humans” to easily identify opportunities and mitigate risk based on historic data and organizational goals without manual work.

Here’s a peek into the preliminary deciding factors:

• Best for: Enterprise users in government, healthcare, education, legal, banking, pharma, retail, and many others
• Ratings: Holds strong ratings of 5/5 on G2 and 4.7/5 on Capterra
• Pricing: Starts at $59 per month

CobbleStone Software offers advanced features like automated contract metadata review, risk mapping and assessment, clauses and contract language recommendations, controls for data conflicts, and more capabilities across the procure-to-pay lifecycle.

CobbleStone software reviews

Positive reviews

Here are the reviews that reflect the thoughts of users from reliable platforms like G2 and Gartner.

Adrienne M, Mid-Market (51-100 emp.)

I love the resources available as refreshers in the Help section. I like that there are multiple ways to use functions. I love the notification features, never having used contracting software before, it is refreshing to not have to manually monitor expiration dates.

Verified User in Utilities, Mid-Market (51-1000 emp.)

The attentiveness of the individuals assigned for Implementation and feeling supported through the process.

Verified User in Non-Profit Organization Management, Mid-Market (51-1000 emp.)

Fields are fully customizable and easily adjusted. Support from Cobblestone staff is very appreciated.

Negative reviews

Verified User in Primary/Secondary Education, Enterprise (>1000 emp.)

The only downside to Cobblestone Contract software is that there are so many configuration options that implementation can be overwhelming if end users are not clear as to what they want as an end result.

Verified User in Civil Engineering, Mid-Market (51-1000 emp.)

There is investment needed in training and implementation.

Visdom parameters will need to be set more precisely when extracting verbiage. Some issues with the tool extract on contract language are being worked out. Support is very attentive and has been helpful throughout the process.

Contract Management Specialist III, Banking

Pros and cons of CobbleStone Software

Pros

• The Help Center offers great training resources for users
• Automated expiration date tracking reduces manual contract administrative work
• The implementation team offers guidance during setup and onboarding
• Users have access to a responsive, competent Support team

Cons

• Users report that the platform has many configuration options, so implementation can be overwhelming if you’re not decided on the key organizational objectives.
• Too much effort and training is required during implementation
• The contract metadata extraction functionality of Visdom AI is effective, but needs to be highly configured to the preferred contract language

Overall feedback of CobbleStone Software

Among CobbleStone’s key strengths are comprehensive training resources, automated expiration tracking, and excellent setup and support teams. However, the configuration options can lead to a convoluted implementation process and require significant training. The Visdom AI metadata extraction is powerful but demands granular configuration to align with specific contract language, potentially adding up costs and effort into the initial setup.

CobbleStone software pricing plans

According to Capterra, the Basic plan costs $59 per user per month. A 30-day free trial is available for the CLM, Vendor Management, Bid Management & eSourcing, and Procurement Solutions.

CobbleStone software features

CobbleStone Contract Insight caters to multi-faceted contract management needs that eliminate bottlenecks and risk exposure. Among its top features are:

1. Reporting

This functionality allows users to create contract monitoring reports based on key contract dates, financials, and data fields for high-risk vendors and compliance tracking. Coupled with automated alerts, it helps you remind key stakeholders about upcoming renewals so you never miss a key date again.

2. VISDOM AI

This is CobbleStone’s data mining and extractive AI which helps understand and interpret contract metadata with automated data analysis. It identifies risk and optimizes contract language based on rule-based sentiment.

3. Vendor management software

Built on Microsoft’s .NET framework, it eliminates manual vendor management processes with mobile-optimized contract management and intelligent reporting and analytics. Key capabilities include vendor selection and registration, vendor ratings & scorecards, custom report design tools, purchasing, negotiations & terms tracking, performance assessments, and online collaboration.

4. Procure-to-pay solutions

This feature simplifies the procurement process. It manages everything from tracking suppliers and negotiating contracts to ordering and receiving items, approving purchases, finding best prices, and managing inventory in one unified workspace.

Besides contracting, vendor management, and procure-to-pay solutions, CobbleStone also offers e-sourcing software, purchase order software, general risk and governance, financial management and cost control, and legal file tracking solutions.

CobbleStone vs HyperStart: A quick comparison

HyperStart is built for smaller organizations with tighter budgets. It sets itself apart with a quick setup, simple UI, and responsive support with easily configurable AI. Let’s look at the key benefits next.

Why switch to HyperStart contract management software?

While CobbleStone offers a comprehensive suite of solutions for the procure-to-pay cycle, HyperStart is an end-to-end AI-powered CLM software with the following benefits:

• Faster reviews: Generate accurate first-pass reviews in seconds, reducing admin time by 75%.
• Quick implementation: Set up your repository in 1 week and workflow configurations in 2 weeks. Smart upload contracts in bulk and onboard teams immediately.
• Most cost-effective: An affordable alternative for scaling teams only looking for end-to-end CLM. More accessible to growing businesses with niche requirements.
• Intuitive UX/UI: Bulk upload and immediate AI extraction for rapid adoption across the whole organization. Get short 2-3 minute training videos, making the onboarding process effective from day one.

Want to see how? Book a demo and see for yourself.