Editorial illustration of a legal operations leader looking ahead
On-demand webinar

A Legal AI Playbook for In-House Teams

With rapid advances in Legal AI, the challenge for in-house teams is no longer what’s possible. It’s how to apply AI in a way that makes legal work more efficient, reliable, and scalable across the business.

Webinar registration

Watch the webinar

Share your details for immediate access to the recording.

By supplying my contact information, I authorize Checkbox to contact me with communications about its products, resources and events. See our Privacy Policy for more details or opt-out at any time.

About the webinar

A sharper legal narrative starts with better visibility.

With rapid advances in legal AI, the challenge for in-house legal teams is about applying AI in a way that makes legal work more efficient, reliable, and scalable across the business. 

In this webinar, Jen Lenander, Senior Director & Legal Chief of Staff at Elastic, shares how the team has moved AI from experimentation to defined, production-ready processes. Through a deliberate automation strategy spanning intake, workflows, and contract review, Elastic has embedded AI into high-impact legal operations.

At the center of this approach is Checkbox as Elastic’s legal front door, orchestrating legal work across the organization, together with Ivo’s AI-powered contract review and redlining to accelerate agreement execution with surgical accuracy.

By removing friction from these processes, Elastic is applying AI across multiple high-impact use cases–improving turnaround times, driving business adoption, and scaling legal without adding headcount. 

What you’ll learn 

  • How Elastic prioritizes AI use cases that deliver real operational impact 
  • How a legal front door creates consistency, visibility, and efficiency across legal work 
  • How AI-powered contract review accelerates deal cycles and increases the legal department’s strategic impact 
  • How Elastic approaches CLM in a modular way–separating intake, review, and repository–to stay flexible as AI evolves 
  • How AI-powered contract redlining fits into a broader legal automation strategy
  • Where AI is delivering the most value today, and where human judgment still matters 
  • The metrics that proved the approach was working 

This is a practical, case-study-driven session for legal ops leaders and in-house teams navigating today’s fast-moving legal AI landscape and looking for a clear path to real-world results. 

Featured speakers

The leaders behind the conversation.

Perspectives from legal operations, in-house leadership, and workflow technology.

Jen Lenander

Jen Lenander

Sr. Director & Chief of Staff @Elastic

Caitlan Rocha

Caitlan Rocha

In-House Counsel & Business Development Lead, Ivo

Evan Wong

Evan Wong

CEO & Co-Founder of Checkbox, Forbes 30 Under 30