Jen Lenander

Connect your company policies & playbooks
Ground the AI Agent in approved internal policies, playbooks, templates, and knowledge sources.
Improve deal velocity and deliver faster solutions with an AI Agent that answers questions, triages requests, and provides instant legal support through a smart AI Agent.

Trusted by leading legal teams, globally
Improve initial data collection for matters with custom statuses, fields, and boards to support intake and triage workflows.
New matter field
The AI Agent steps into everyday channels, prepares each request, and handles the operational work around it using rules your team defines.
Let your AI Agent capture and answer employee requests directly from Slack, Microsoft Teams, Gmail, and Outlook.
Gmail
Email assistant
Outlook
Email assistant
Slack
Ask in channel
Teams
Ask in chat
Gmail
Email assistant
Outlook
Email assistant
Slack
Ask in channel
Teams
Ask in chat
Let your AI Agent provide instant, policy-based responses to employee questions and legal requests.
Can I accept a client gift worth $180?
Deby Holmes · Sales · Australia
Next week
$180
Can I accept a client gift worth $180?
Deby Holmes · Sales · Australia
Next week
$180
Your AI Agent watches the channels your team already uses and joins the conversation when something needs legal, even when nobody thought to raise a request.
Gmail
Conversation signal
Please review a sales contract
Agreement attached · Due Friday
Slack
Conversation signal
Can legal review this campaign?
#campaign-approvals · APAC
Gmail
Conversation signal
Please review a sales contract
Agreement attached · Due Friday
Slack
Conversation signal
Can legal review this campaign?
#campaign-approvals · APAC


Jen Lenander
Checkbox centralizes intake, automates routine processes, and gives legal visibility over every request.
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Checkbox’s AI Agent can handle questions your lawyers already know the answers to, including NDAs, contract reviews, policy questions, and legal intake. It relies on your internal sources and rules, not external data.
Yes, the AI Agent integrates with Slack, Microsoft Teams, and email to meet employees where they already work.
You can upload internal documents, templates, and policies directly into Checkbox, allowing the AI Agent to reference them and respond accurately.
Yes. If the AI Agent detects a request that is too complex or sensitive, it can escalate the matter to the right legal team member.
Yes, Checkbox is built with enterprise-grade security and is fully compliant with major standards like GDPR and SOC 2.
Checkbox’s AI Agent is purpose-built for legal teams, with deep integration into legal workflows, triage, and matter management.
Give the business instant answers while routing complex work safely to the right legal expert.