How AI Is Reshaping In-House Legal Teams with Nick Fleisher

How is AI changing the work of in-house legal teams?

In this episode, Jen Leonard and Bridget McCormack are joined by Nick Fleisher, co-founder and CEO of Sandstone, an AI-native platform built specifically for in-house legal teams. Nick discusses how AI is transforming legal operations by helping legal departments manage intake, triage work, connect business context, and move from reactive service providers to proactive strategic partners.

The conversation explores why successful legal AI depends on data and context rather than simply deploying another chatbot, how AI systems can learn legal judgment over time, what lawyers should automate first, and why human oversight remains essential as agentic workflows become more common. Nick also shares why corporate legal departments are under increasing pressure as AI accelerates work across the business, and what that means for the future of legal teams.

In this episode:

Why in-house legal teams are adopting AI differently than law firms
Building AI-native legal infrastructure
Why legal AI is fundamentally a data and context problem
How AI can help legal teams become more proactive
What AI can—and can't—learn from lawyers
Understanding agentic workflows and human oversight
Why implementation is the key to successful AI adoption

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