Checkbox vs OBE Legal Intake Software
Checkbox
checkbox.aiOBE Legal Intake Software
legalintakesoftware.comSide by side
| Figure | Checkbox | OBE Legal Intake Software |
|---|---|---|
| Price from | $416.67/mo | $1,400/mo |
| Free plan | — | — |
| Free trial | Yes | — |
| Open source | — | — |
| Web | Yes | Yes |
| Linux | — | Yes |
| iOS | — | Yes |
| Android | — | Yes |
| API | Yes | Yes |
| Self-hosted | — | Yes |
| Plans published | 3 | 7 |
| Spec score · Legal Workflow Automation Software | 8.9 (#1) | 8.2 (#7) |
| Spec score · Legal Conflict Checking Software | 8.8 (#5) | 8.2 (#10) |
| API and webhooks | Checkbox offers REST APIs and webhooks, with API-key or OAuth authentication for integrations. | OBE describes webhook and REST API connections for Meta forms, Google landing pages, Clio, Filevine, Litify, Lead Docket, and custom databases. |
| Integrations | Native or documented connections include Gmail/Outlook, Slack, Microsoft Teams, Salesforce, Ironclad and Ivo. | Published integrations include two-way synchronization with Clio, Filevine, and Lead Docket, plus Retell AI voice services. |
| Purpose | Checkbox structures how legal work enters, moves through, and gets resolved for in-house legal teams. | OBE captures and qualifies legal claimants, extracts source-cited evidence from documents, and prepares review-ready case files for plaintiff-side law firms. |
| Support | The integrations page says Checkbox’s team can help with best practices and technical support for custom integrations. | Support is described through encrypted Slack or Teams channels, sub-15-minute critical alerts, same-day calibrations, and engineering fixes. |
| What it does | Checkbox is an AI legal front door that captures, routes, automates and tracks in-house legal work. | OBE captures and qualifies leads, collects answers and documents, structures case facts, and routes work for attorney review. |
Plans
Checkbox
- Starting price$5,000 a year
- CheckboxPriced on request
- Checkbox subscriptionPriced on request
OBE Legal Intake Software
- Managed OBE$1,400 a month
- Fractional Overflow & After-Hours Pod$1,450 a month
- Polanco Dedicated Intake Pod$2,450 a month
- SaaS Platform License$2,499 a month
- Repository Ownership (legacy pricing page)$14,900, paid once
- Single Practice License$29,000, paid once
- Enterprise SaaS License$89,000, paid once
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.
OBE Legal Intake Software
OBE Legal Intake Software has no write-up on Specifiction yet; its figures are above.