Checkbox vs Digitslaw
Checkbox
checkbox.ai
Digitslaw
digitslaw.comSide by side
| Figure | Checkbox | Digitslaw |
|---|---|---|
| Price from | $416.67/mo | 11,666.67 NGN/mo |
| Free plan | — | Yes |
| Free trial | Yes | Yes |
| Open source | — | — |
| Web | Yes | Yes |
| macOS | — | Yes |
| iOS | — | Yes |
| Android | — | Yes |
| API | Yes | — |
| Plans published | 3 | 18 |
| Spec score · Legal Conflict Checking Software | 8.8 (#5) | 9.0 (#3) |
| Headquarters | New York, New York, United States | The contact page lists an address at Plot 45 Oyibo Adjarho St, off Ayinde Akinmade Street, off Admiralty Way; it does not state a city or country on that page. |
| Integrations | Native or documented connections include Gmail/Outlook, Slack, Microsoft Teams, Salesforce, Ironclad and Ivo. | The maker advertises an integrations area for connecting external tools, but the integration page does not name specific services. |
| Support | The integrations page says Checkbox’s team can help with best practices and technical support for custom integrations. | Paid plans advertise live chat, phone and email support, while higher tiers add priority support or a dedicated account manager. |
| What it does | Checkbox is an AI legal front door that captures, routes, automates and tracks in-house legal work. | Digitslaw is a cloud law-firm practice-management and accounting platform for clients, matters, billing and financial operations. |
Plans
Checkbox
- Starting price$5,000 a year
- CheckboxPriced on request
- Checkbox subscriptionPriced on request
Digitslaw
- FreeFree
- Starter (monthly)11,667 NGN a month
- Starter16,000 NGN a month
- Small Firm (monthly)37,500 NGN a month
- Growth55,000 NGN a month
- Growth (monthly)84,000 NGN a month
- Corporate125,000 NGN a month
- Starter (yearly)140,000 NGN a year
- Starter180,000 NGN a year
- Professional (monthly)200,000 NGN a month
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.
Digitslaw
Digitslaw is law practice software for managing clients, matters, billing, and accounting. It organizes client details, contacts, documents, communication history, and matters; case tracking covers active, pending, and completed work, billable hours, and case expenses. Billing links time entries, retainers, and expenses to invoices, and supports payments in multiple currencies. Trust accounting separates client funds from operating funds and supports records, reconciliation, and reporting. The product also offers conflict checks before onboarding clients, centralized legal document management, and e-signatures. It runs on the web, Android, iOS, and macOS, with downloads for Intel and Apple silicon Macs. Gmail and Outlook are named for email, while Growth includes access to other apps and integrations. Digitslaw says it uses encryption protocols, secure servers, and regular backups. A free plan and 7-day trial are listed. Monthly plans include Starter at 11,667 NGN a month, Small Firm at 37,500 NGN a month, Growth at 84,000 NGN a month, and Professional at 200,000 NGN a month. Yearly plans are also listed, and Enterprise pricing is custom.