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Checkbox vs Pathagoras

Checkbox

checkbox.ai

Pathagoras

pathagoras.com

Side by side

FigureCheckboxPathagoras
Price from$416.67/mo$25/mo
Free plan——
Free trialYesYes
Open source——
WebYes—
Windows—Yes
APIYes—
Plans published36
Spec score · Legal Document Automation Software9.0 (#1)7.5 (#14)

Plans

Checkbox

  • Starting price$5,000 a year
  • CheckboxPriced on request
  • Checkbox subscriptionPriced on request

Checkbox pricing →

Pathagoras

  • Subscription$25 a month
  • Subscription$120, paid once
  • Additional Licenses$250, paid once
  • Individual$379, paid once
  • Network Bundle$799, paid once
  • VolumePriced on request

Pathagoras pricing →

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.

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Pathagoras

Pathagoras is a Windows add-in for Microsoft Word that assembles and automates documents from existing clauses, forms, and other text. It does not require programming or hidden fields: users mark variables with square brackets and optional text with curly braces. Instant Database identifies bracketed variables for replacement and can save personal data records for reuse. PathSmart and SaveSmart provide folder access and tools for saving, moving, deleting, and naming documents. Listed external data sources include CSV, TSV, Excel, Outlook contacts, SQL Server, and MySQL. The software offers quick access to up to three external databases, and some sources may need export to Excel or delimited files. Networking tools for sharing libraries and profiles, plus messaging, are available with purchases of at least three licenses. A purchased license allows installation on one main computer and one secondary computer owned by the user; secondary use is not typically simultaneous. The free trial lasts 90 days and includes customer service. Subscription pricing is $25 a month for one user; one-time options include Individual at 379.00 USD and Network Bundle at 799.00 USD.

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