Zach Abramowitz is Legally Disrupted

How did Harvey become the defining company in legal AI and where does the industry go from here? In this episode, Zach speaks with Winston Weinberg, founder and CEO of Harvey, about the company’s rapid rise at the center of the legal AI boom. They discuss how law firms are actually adopting AI, why legal workflows are uniquely suited for large language models, and what it takes to build products trusted by the world’s top legal organizations. The conversation also explores the evolving relationship between lawyers and AI, the challenges of scaling legal technology, and why the next generation of legal professionals may work very differently than the last.

In this episode:

How Harvey became one of the most influential companies in legal AI

What law firms are actually looking for when adopting AI tools

Why legal work is especially well-suited for large language models

The biggest challenges in building trusted AI products for lawyers

How AI could fundamentally reshape the future of legal practice and legal careers

Learn More:
Winston - https://www.harvey.ai/blog/author/winston-weinberg
Zach - https://www.legallydisrupted.com/
 
Follow Along:
Winston - https://www.linkedin.com/in/winston-weinberg
Zach - linkedin.com/in/zachabramowitz

What happens when you rebuild a law firm from scratch in the age of AI? In this episode, Zach speaks with Logan Brown, founder of Soxton, an AI-first law firm serving startups as an on-demand, AI-powered general counsel. They discuss how Soxton is rethinking legal services from the ground up, why fixed pricing and automation are expanding access to legal help, and where traditional law firms still have the edge. The conversation also dives into the explosion of new startups, the rise of AI-driven litigation, and whether Big Law is facing a slow but inevitable transformation.

In this episode:

How AI-first law firms are redesigning legal services and pricing models

Why startups are delaying hiring in-house counsel with AI-powered alternatives

Where traditional law firms still win—and where they’re most vulnerable

Why AI could drive both more startups and more litigation

How legal careers and firm structures may fundamentally change in the next decade

Learn More:
Logan - https://fortune.com/2026/04/05/logan-brown-soxton-founder-2-5-million-ai-powered-law-firm-started-da-office-12-years-old/
Zach - https://www.legallydisrupted.com/
 
Follow Along:
Logan - https://www.linkedin.com/in/logan-brown-03765552
Zach - linkedin.com/in/zachabramowitz

Money is pouring into legal AI,  but how do top-tier investors actually evaluate the space? In this episode, Zach speaks with Keith Rabois, Managing Director at Khosla Ventures and one of the most successful investors of the past two decades, about how he thinks about legal tech in the age of AI. They discuss why elite founders are suddenly flocking to legal, the risks facing application-layer startups, and what separates real opportunities from hype. The conversation also explores why Rabois invested in Spellbook, why he’s skeptical of some of the biggest names in legal AI, and how changing incentives across law firms and in-house teams are reshaping the market.

In this episode:

Why top VCs are following talent, not verticals, into legal AI

The biggest risk facing legal AI startups: speed of replication and weak moats

Why in-house legal teams may be a better market than Big Law

What makes Spellbook compelling, and why contracts are the real opportunity

How AI is challenging traditional software economics and long-term value

Learn More:
Keith - https://www.khoslaventures.com/team/keith-rabois
Zach - https://www.legallydisrupted.com/
 
Follow Along:
Keith - https://www.linkedin.com/in/keith
Zach - linkedin.com/in/zachabramowitz

Is the legal AI race still a two-horse battle, or has a new contender changed everything? In this episode, Zach speaks with Richard Tromans, founder of Artificial Lawyer, about the rapid rise of Claude and what it means for the broader legal tech ecosystem. They unpack how frontier model providers are reshaping the market, why law firms are experimenting with multiple AI tools at once, and whether general-purpose AI could start replacing legal-specific platforms. The conversation also explores shifting buying behavior in law firms and in-house teams, the real “moats” in legal AI, and why recent hallucination controversies may say more about legal workflows than the technology itself.

In this episode:

Why Claude is suddenly at the center of the legal AI conversation

How general-purpose AI tools could disrupt legal tech spending

The real competitive moat in legal AI: brand, trust, and distribution

Why law firms are adopting multiple AI models instead of picking one

What AI hallucination cases reveal about legal workflows - not just the tech

Learn More:
Zach - https://www.legallydisrupted.com/
Richard - tromansconsulting.com, artificiallawyer.com
 
Follow Along:
Zach - linkedin.com/in/zachabramowitz

Richard - linkedin.com/in/artificiallawyer, https://x.com/ArtificialLawya

Recording at LegalWeek in New York, Zach sits down with Shlomo Klapper (founder of Learned Hand) and Bridget McCormack, former Chief Justice of the Michigan Supreme Court and now CEO of the American Arbitration Association, to challenge one of the biggest double standards in legal AI: “AI for me, but not for thee.” Lawyers are now widely using AI, but the moment it touches judges or arbitrators, support drops off.

That hesitation comes as courts are under real strain, with judges handling thousands of cases a year and only minutes to decide each one, and no realistic way to keep up. Shlomo describes Learned Hand’s “AI law clerk,” built to support judicial research, analysis, and drafting, while Bridget brings the perspective of someone who has both made decisions on the bench and now leads a major dispute resolution institution. The conversation moves beyond AI as an assistant and into a harder shift: AI as part of decision-making itself, and whether the system can continue to function without it.

Learn More:
Bridget - http://www.aaaicdrfoundation.org/director/bridget-m-mccormack
Shlomo - https://www.learned-hand.ai/
Zach - https://www.legallydisrupted.com/
 
Follow Along:
Bridget - https://www.linkedin.com/in/bridget-mary-mccormack-26700b30
Shlomo - https://www.linkedin.com/in/sklapper
Zach - linkedin.com/in/zachabramowitz