Checkbox vs Contract Express
Checkbox
checkbox.aiContract Express
contractexpress.comSide by side
| Figure | Checkbox | Contract Express |
|---|---|---|
| Price from | $416.67/mo | — |
| Free plan | — | — |
| Free trial | Yes | Yes |
| Open source | — | — |
| Web | Yes | Yes |
| Windows | — | Yes |
| macOS | — | Yes |
| API | Yes | — |
| Plans published | 3 | 1 |
| Spec score · AI Legal Workflow Automation | 8.9 (#2) | 7.9 (#9) |
| Headquarters | New York, New York, United States | Toronto, Ontario, Canada |
| Integrations | Native or documented connections include Gmail/Outlook, Slack, Microsoft Teams, Salesforce, Ironclad and Ivo. | Contract Express integrates with Microsoft Word, Microsoft Excel and iSheets. |
| Purpose | Checkbox structures how legal work enters, moves through, and gets resolved for in-house legal teams. | Contract Express enables law firms and corporations to create standardized legal documents from templates. |
| Self-service | Business users can self-serve document generation, approvals and legal guidance while complex work is escalated. | Small corporate legal departments can use Contract Express for self-service contract creation, approvals and e-signature. |
| Support | The integrations page says Checkbox’s team can help with best practices and technical support for custom integrations. | The Contract Express sign-up page directs users with access problems to [email protected]. |
Plans
Checkbox
- Starting price$5,000 a year
- CheckboxPriced on request
- Checkbox subscriptionPriced on request
In their own words
Checkbox
Checkbox organizes how legal requests enter, move through and reach resolution for in-house legal teams. Requests can come from email, Slack, Microsoft Teams, forms and other channels, then AI classifies and routes them. Matter management keeps documents, conversations, tasks, approvals, ownership, status and deadlines together. Legal teams can create no-code workflows for routing requests, assigning tasks and tracking progress. An AI Agent answers routine legal questions from approved policies and directs employees to self-service tools or the appropriate workflow. Listed integrations include Gmail/Outlook, Slack, Microsoft Teams, Salesforce, Ironclad and Ivo. Native connectors, webhooks and REST APIs support custom connections, with API keys or OAuth for standard integrations. Checkbox lists encryption, patching, antivirus scanning, intrusion detection, penetration testing and vulnerability scanning. It states that it completed a SOC 2 Type II examination and is ISO 27001 certified, with ISO 27017 and ISO 27018 compliance. Pricing is provided on request through an Order, and the software is for business use, not consumers.
Contract Express
Contract Express is Thomson Reuters software for assembling standardized legal documents from templates. Its web-based service guides users through questionnaires, document previews, workflows and task management, with pre-automated precedents. It can generate questionnaire forms from information in a template, while AI-assisted authoring uses natural-language processing to answer questions and offer drafting guidance. Small corporate legal departments can use it to create contracts, route approvals and collect e-signatures. Contract Express Author, an add-in for Microsoft Word 2013 and later, turns Word documents into templates; integrations also include Microsoft Excel and iSheets. The product runs on the web, Windows and macOS, and exports DOCX and PDF. A subscription includes pre-automated and best-practice templates from Practical Law. Chat is available to cloud customers on version 9.15 and above, but not in on-premises production environments. Pricing is available on request, and a free trial is listed.