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Further Comments

Damien Riehl & Horace Wu
Artificial Intelligence
Imanage
Netdocuments
Gunderson
Lumio
Sharepoint
Open Source
Claude Cowork
Cloud Computing
Iltcon
Legal Technology
AI In Law
Claude Code
Google Drive
Legal Tech
Law Firms
GPT
In-House Legal Teams
Legal Market
Pricing

Join legal technology experts Damien Riehl and Horace Wu as they explore the intersection of law and technology. In each episode, they discuss the latest trends, tools, and innovations shaping the future of legal practice, from litigation tech to transactional solutions.

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Latest Episodes

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Two legal tech dudes meet outside and discuss rapid travel, conference buzz, and what we are hearing from law firms about AI. 

Damien describes an Am Law 50 executive board preparing for agentic AI and considering a shift from bill... more

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Horace and Damien record an unedited and unfiltered episode, opening with Horace’s stressful overnight apartment move in New York while planning a two-month summer trip to Australia. 

We discuss legal tech execution versus announce... more

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Damien Riehl and Horace Wu record a market catch-up episode covering AI hype and positioning in legal tech. They discuss in-house self-serve AI tools for business users and whether they implicate unauthorized practice of law. They e... more

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Damien and Horace open season three of “Further Comments” with Lumio co-founders Ed Sohn (Chief Product Officer and general counsel) and Jae Um (Chief Growth Officer and head of knowledge). They discuss why legal AI sits on multiple... more

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LegalWeek Wrap: GenAI Valuations, Agentic Workflows, Build vs Buy, and the Future of Legal Work

Damien and Horace record an end-of-season-two LegalWeek conversation about how AI has shifted from flashy banners to an integrated real... more

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In this episode of Further Comments, we discuss the latest developments in legal tech, AI, and the challenges and opportunities they present. From the impact of Claude's new legal plugin and the concept of vibe coding, to the evolvi... more

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After a two month unplanned hiatus, in this episode, Damien and Horace wrap up 2025 discussing the latest trends in legal tech and AI. 

From encoding morality to vibe coding by legal professionals, we cover recent developments that... more

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In this episode of 'Further Comments', hosts Damien Riehl and Horace Wu chat with legal tech industry veteran Ken Crutchfield about navigating the future. The discussion revolves around the potential 'bubble' in legal technology and... more

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Recent Guests

Ed Sohn
Co-founder and Chief Product Officer at Lumio
Lumio
Episode: Only Happy When It Rains (ft Jae Um and Ed Sohn)
Jae Um
Chief Growth Officer and Head of Knowledge at Lumio
Lumio
Episode: Only Happy When It Rains (ft Jae Um and Ed Sohn)
Ken Crutchfield
Veteran in legal and tax markets with experience at major firms
Former roles at LexisNexis, Thomson Reuters, Bloomberg, Walter's Clure
Episode: To Burst, Or Not To Burst (ft Ken Crutchfield)
Ted Theodoropoulos
Guest from InfoDash, provides operating system/tech platform perspective for law firms
InfoDash
Episode: Sharp Turns at Full Speed (ft Ted Theodoropoulos)
Joe Green
Gunderson partner, technology-focused practitioner
Gunderson
Episode: Gunderson: Lessons from the Edge of Tomorrow (ft Joe Green and Stephanie Goutos)
Stephanie Goutos
Gunderson partner, legal tech advocate
Gunderson
Episode: Gunderson: Lessons from the Edge of Tomorrow (ft Joe Green and Stephanie Goutos)
Mark Denner
From Fireman's, leads the practice group for the document management system team
Fireman's
Episode: A Brief History of Everything DMS (ft Mark Denner)
Dr. Megan Ma
Guest from Stanford focused on AI and law
Stanford University
Episode: Mind in the Mirror (ft Dr Megan Ma)

Hosts

Damien Riehl
Host of the show and co-host; legal technology expert with a focus on intersections of law and technology
Horace Wu
Co-host; legal technology expert and driver of discussions on AI, governance, and market dynamics in legal tech

Talking Points

Recent interactions between the hosts and their guests.

Sharp Turns at Full Speed (ft Ted Theodoropoulos)
Q: How do you see the operating system concept evolving among GenAI players like Harvey and LaGora in relation to law firms?
Harvey and LaGora are unlikely to be the sole OS for law firms in their current forms; true OS potential requires deep data access and meaningful partnerships with information providers. A scalable future likely involves an ecosystem with CPAs, ALSPs, ABSs, and traditional firms collaborating, rather than a single vendor monopolizing the space.
To Burst, Or Not To Burst (ft Ken Crutchfield)
Q: What are you optimistic about these days?
Optimism stems from real adoption, the democratization of access to technology for lawyers, and the scalable benefits of AI when combined with trusted expertise and improved workflows across law firms and legal departments.
To Burst, Or Not To Burst (ft Ken Crutchfield)
Q: What is your adoption and transformation tip, regardless of whether there is a bubble or not?
Adopt a bottom-up, incremental approach with handholding for early adopters, complemented by targeted top-down initiatives; measure and scale successful use cases before broad rollout.
To Burst, Or Not To Burst (ft Ken Crutchfield)
Q: We assume there is a bubble; what happens if funding dries up or if the bubble bursts?
If funding tightens, focus shifts to data quality, distribution, and defensible productized services; the big players may survive, while the legal-specific AI functions could be more vulnerable, making prudent capital planning and real-world adoption crucial.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Listeners per Episode
Gender Skew
Location
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Frequently Asked Questions About Further Comments

What is Further Comments about and what kind of topics does it cover?

A focused discussion on the intersection of law and technology, with two seasoned hosts probing how AI, open-source approaches, data governance, and new pricing models reshape legal services. Episodes frequently cover practical adoption in firms, in-house teams, and legal departments, including tooling for document management, AI-based workflows, and compliant deployment of intelligent assistants. The tone blends practical war stories, market dynamics, and forward-looking scenarios, offering listeners actionable insights for evaluating vendors, building internal capabilities, and planning for scale in a technology-enabled legal practice. A notable strength is the healthy mix of practitioner experience and technical analysis, plus a willingn... more

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Further Comments launched 2 years ago and published 30 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Further Comments?

Recent guests on Further Comments include:

1. Ed Sohn
2. Jae Um
3. Ken Crutchfield
4. Ted Theodoropoulos
5. Joe Green
6. Stephanie Goutos
7. Mark Denner
8. Dr. Megan Ma

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