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Legal(tech) Briefs: Zach Posner ft Chris Combs


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Welcome to Legal(tech) Briefs! In this episode, Zach Posner sits down with Chris Combs, Co-founder and Chief Business Officer of LinkSquares, the AI-native contract lifecycle management platform trusted by over 1,000 companies, including DraftKings and the Boston Celtics.


Chris shares how LinkSquares became one of the earliest pioneers in applying AI to legal workflows—long before it was industry buzz. From launching predictive tools to developing generative AI built specifically for contracts, Chris breaks down how his team reimagined contract management for speed, security, and scale.


Zach and Chris dive into what it takes to turn bold ideas into products that reshape industries, the evolving role of legal teams in enterprise strategy, and what founders must get right to win early customers in a crowded market.


With a background in enterprise SaaS, UX design, and startup mentorship, Chris offers a rare blend of product vision and go-to-market discipline.


Whether you're an operator, in-house leader, or legaltech founder, this episode is packed with insights on building category-defining platforms and the future of legal AI.


PS: Don’t forget to follow or subscribe to Legal(tech) Briefs for more insider conversations from the frontlines of legal innovation.


Want to watch the interview? See it here.


About The LegalTech Fund We invest in companies transforming the world of law. Don't forget to subscribe and follow the Legal(tech) Briefs podcast and follow us on LinkedIn.

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