YouTube02 Sept 2025

Deal Velocity, Not Billable Hours: How Crosby Uses AI to Redefine Legal Contracting

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Sequoia Capital

In this episode, Ryan Daniels and John Sarihan, founders of Crosby, an AI-first law firm specializing in legal contract automation, discuss their decision to build a law firm instead of legal software, emphasizing the unique feedback loops created by having domain experts and engineers working side-by-side. They explore how AI can automate human negotiations, focusing on contracts and the importance of explaining changes effectively to reduce negotiation turns. They also touch on innovating pricing models by moving away from the billable hour, the challenges and opportunities of building an AI company in New York, and their vision for the future of the legal industry, where AI enhances lawyers' capabilities and makes legal services more accessible.

Outlines

Part 1: Crosby's AI-First Approach

Part 2: AI Automation in Legal Workflows

Part 3: Culture, Innovation, and Metrics

Part 4: Future Outlook and Advice

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