Zach Abramowitz is Legally Disrupted

Zach sits down with Min-Kyu Jung, founder of Ivo, to unpack one of the most honest AI startup stories in legal tech. This episode explores what it really takes to pivot in an AI revolution, why CLM may be in trouble, and how in-house legal teams are rethinking ROI in the age of AI.

In this episode:

Why Ivo scrapped its original product to go all-in on LLMs

The “innovator’s dilemma” facing legacy CLM vendors

Why in-house legal and law firms are fundamentally different AI markets

How AI playbooks and redlining actually create ROI

The shift from “adoption” to measurable business impact

Why speed often matters more than accuracy in AI UX

How contract intelligence is becoming CLM 2.0

Learn More:
Min-Kyu - https://www.auckland.ac.nz/en/alumni/our-alumni/40-under-40/a-z-list-of-profiles/min-kyu-jung.html
Zach - https://www.legallydisrupted.com/
 
Follow Along:
Min-Kyu -  https://www.linkedin.com/in/min-kyu-jung
Zach - linkedin.com/in/zachabramowitz

Zach checks in with second-time guest, Spellbook CEO, Scott Stevenson for a wide ranging conversation on some of the hottest topics of the day:

Why positioning AI for Legal as a two horse race is deeply flawed

The benefits of selling direct to lawyers as opposed to Chief Innovation Officers

In-house legal buyers versus law firms

BigLaw versus small and medium size law firms

How AI Startups will need to contend with the SaaSpocalypse
 

Learn More:
Scott - https://www.spellbook.legal/
Zach - https://www.legallydisrupted.com/
 
Follow Along:
Scott -  https://x.com/scottastevenson?s=20
Zach - linkedin.com/in/zachabramowitz

Zach reunites with Richard Tromans of Artificial Lawyer for another wide-ranging Legal AI Adventure, breaking down what it really means now that major AI players like Anthropic are officially entering the legal market. From the impact on commoditized legal AI tools to the rise of vibe coding, agentic workflows, and the looming decline of legacy legal tech implementations, Zach and Richard explore where legal AI is heading, and where lawyers should (and shouldn’t) be placing their bets as the industry moves toward an AI 2.0 era.
 

In this episode:

Will LLMs Kill LegalAI or Legacy SaaS

Vibe coding vs enterprise software

Generic AI versus Legal Applications

Implementations are a grift

The limits of automation

What will AI 2.0 mean for lawyers?

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

Zach announces that, for the first time since ChatGPT launched, he's investing in a legal AI startup. In this episode, he's joined by Nick Fleisher, CEO of Sandstone, to unpack why in-house legal teams, not law firms, may be the biggest winners of the AI era. Drawing on Nick's background at McKinsey where he advised law firms on AI, the conversation explores why legacy tools are failing lawyers and how AI can solve a problem that plagues in-house teams: working seamlessly with their business without slowing them down and being a bottleneck.

In this episode:

Why Zach decided to invest in a legal AI startup now

What in-house legal teams actually need from AI

Why CLM tools struggle with adoption and ROI

How AI changes legal’s relationship with the business

Measuring success beyond “time to contract”

Why vertical legal software beats generic AI tools

What makes Sandstone different from Harvey, Legora, and CLMs

References:

$10M Seed Round Announcement

Learn More:
Zach - legallydisrupted.com
Nick - sandstone.com

Follow Along:
Zach - linkedin.com/in/zachabramowitz
Nick - https://www.linkedin.com/in/nicholas-fleisher

Zach speaks with Cecilia Ziniti, founder and CEO of GC AI, about why in-house legal teams are often ahead of law firms when it comes to adopting AI - and what that signals for the future of the profession. Drawing on her experience as a former general counsel and AI leader, Cecilia explains why legal AI must be purpose-built for real workflows, how trust and precision shape adoption, and why lawyers who learn to work with AI will gain a lasting edge.

In this episode:

Why in-house legal teams are leading AI adoption

The limits of generic AI tools for legal work

What lawyers actually need from AI systems

Trust, accuracy, and citations in legal AI

How AI is reshaping legal workflows and roles

What it means to be an “AI-native” lawyer

Learn More:
Zach - legallydisrupted.com
Cecilia - https://gc.ai/company/about

Follow Along:
Zach - linkedin.com/in/zachabramowitz
Cecilia - https://www.linkedin.com/in/ceciliaziniti