Checkbox vs XpressDox
Checkbox
checkbox.aiXpressDox
xpressdox.comSide by side
| Figure | Checkbox | XpressDox |
|---|---|---|
| Price from | $416.67/mo | $49.17/mo |
| Free plan | — | — |
| Free trial | Yes | — |
| Open source | — | — |
| Web | Yes | Yes |
| Windows | — | Yes |
| macOS | — | Yes |
| API | Yes | Yes |
| Self-hosted | — | Yes |
| Plans published | 3 | 6 |
| Spec score · Legal Document Automation Software | 9.0 (#1) | 7.5 (#15) |
| Integrations | Native or documented connections include Gmail/Outlook, Slack, Microsoft Teams, Salesforce, Ironclad and Ivo. | Listed integrations include Word, iManage, NetDocuments, Outlook, OneDrive, SharePoint, DocuSign, and Salesforce. |
| Support | The integrations page says Checkbox’s team can help with best practices and technical support for custom integrations. | The pricing comparison lists a Learning Centre and XpressDox Community Forum, while onboarding training is marked paid. |
Plans
Checkbox
- Starting price$5,000 a year
- CheckboxPriced on request
- Checkbox subscriptionPriced on request
XpressDox
- Essential$59 a month
- Professional$79 a month
- Essential$590 a year
- Professional$790 a year
- EnterprisePrice not published
- EnterprisePrice not published
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.
XpressDox
XpressDox automates document creation by connecting Word templates, data-gathering interviews, and document assembly. Template authors can work with low-code Question commands or a full-code library of over 300 commands. XpressDox Cloud lets users run and share interviews from a browser, and completed documents can be delivered as Microsoft Word files, PDFs, or Outlook emails. Listed integrations include Word, iManage, NetDocuments, Outlook, OneDrive, SharePoint, DocuSign, and Salesforce. Data sources include Excel, Access, SQL Server, and custom sources, with bidirectional data flow. Organizations can choose cloud, on-premise, or hybrid hosting. Cloud access uses HTTPS point-to-point encryption, with optional encryption at rest, and cloud accounts can use Microsoft Azure Active Directory single sign-on. The product provides RESTful,.NET, and in-Word APIs. Essential costs $59 a month billed per user monthly; Professional costs $79 a month billed per user monthly. There is no free plan. Mac users can run templates in a browser but cannot design them on a Mac.