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.
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March 10, 2026 11 AM PT / 2 PM ET
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.

Jen Lenander
Jen Lenander is Senior Director & Legal Chief of Staff at Elastic, bringing deep legal-operations and business-strategy expertise from her prior roles at global life-sciences and law-firm environments.
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Caitlan Rocha
Caitlan Rocha is In-House Counsel and Business Development Lead at Ivo, where she combines legal expertise with commercial strategy to advance AI-powered contract review. She works closely with in-house teams to streamline negotiations and implement practical, scalable legal automation.

Evan Wong
Evan Wong is the CEO & Co-Founder of Checkbox, a 14x award-winning no code workflow automation platform, and is a listed Forbes 30 Under 30. Evan has worked with many legal teams globally on their digital transformation projects by leveraging the power of no code automation and his expertise in developing digital solutions to solve business process problems. Through this work, he has helped redefine how lawyers conduct intake and triage, generate documents, provide advice, and facilitate workflows, with a focus on applying innovation with ruthless practicality.