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

September 16, 2026 · 1:00 to 2:00 PM ET

How to Buy Legal Software

A practical playbook for in-house legal teams to define the right problem, align the business, evaluate legal software, secure approval, and prepare for adoption.

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About the webinar

A practical buying playbook for legal teams.

You know your legal team needs a better way to work. Getting the rest of the business to agree and invest is another story. Legal has its own workflows, risks, and requirements, while budget holders, IT, security, procurement, and other stakeholders bring their own priorities and expectations to the buying process.

AI has created more options and more promises. This practical panel explains how to define what your team actually needs, distinguish purpose-built legal technology from tools that will not work for your use cases, and evaluate what will deliver real value.

What you’ll learn

  • How to define the problem and requirements before looking at technology
  • How to gather input from lawyers, identify champions, and prioritize the right use cases
  • When to involve IT, finance, procurement, security, and other business stakeholders
  • How to build a business case around company value, total cost of ownership, and implementation effort
  • How to make the build-versus-buy decision and evaluate integrations, usability, and vendor fit
  • How to navigate demos, references, budget approval, contracting, rollout, and adoption

Hear lessons from legal operations leaders at Lowe’s and Stryker, together with Checkbox, across the full buying journey from the first problem statement to sustained use.

Featured speakers

The leaders behind the conversation.

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

Gio DiLuca

Gio DiLuca

Senior Director, Legal Operations, Lowe's Companies, Inc.

Leila Hock

Leila Hock

Director of Business Enablement and Alignment, Stryker

Sean Ramsey

Sean Ramsey

SVP, Revenue, Checkbox