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Further Comments

Further Comments

By: Damien Riehl & Horace Wu
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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.

© 2026 Further Comments
Economics
Episodes
  • Too Much Money Is Not Enough
    May 29 2026

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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 announcements, discussing a link about Kirkland & Ellis’s reported $500 million AI commitment and whether it reflects real technology spend or largely lawyer hours, while noting firms and Fortune 100 legal departments are building internal AI teams. They explore AI raising the floor and ceiling of legal work, GPU scarcity, consumption/token pricing versus seat pricing, and proposals like taxing tokens. They discuss the Pope’s AI-focused writing as a warning about tools that can help or diminish humanity, then cover market shifts including Claude for Legal, Microsoft’s legal Word add-in, open source momentum, and agentic “law firm” projects like Lavern AI, emphasizing that data, KM, and practical execution matter more than hype.

    00:00 Welcome and Moving Trauma
    03:42 Kirkland AI Spend Debate
    09:12 AI Floor vs Ceiling
    12:00 Universal Basic Services
    13:44 Nvidia Bubble and Pricing
    16:54 Taxing Tokens and Models
    18:21 Pope on AI and Humanity
    21:45 Legal Tech Market Check
    22:20 Open Source Vibe Coding
    23:31 Quality Security and Stitching
    25:21 Linux and Court Tools
    26:42 Open Source Custom UX
    27:38 Users Don’t Know Yet
    28:59 Designers vs Atoms
    31:12 Agentic Legal Open Source
    32:25 Humans Still Sell
    34:41 Jevons and GPU Scarcity
    38:11 Symbolic AI Saves Tokens
    42:10 Three Paths to Efficiency
    46:17 AI Literacy Dunning Kruger
    49:06 Precision Recall and KM Power
    52:28 Royalties for Know How

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    55 mins
  • We Crossed the Point of No Return Long Ago
    Apr 24 2026

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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 examine what remains uniquely human for lawyers — trust, intuition, integrity — arguing each may erode as AI improves, while also giving examples of human lawyers’ counseling value in Damien’s real boundary dispute. They address AI adoption barriers in firms, billable-hour incentives, shifting apprenticeship models, productizing scarce legal expertise via license fees, and end with guarded optimism and a plan to discuss guardrails for “vibe coding” next.

    00:00 Agentic Legal Hype
    02:04 Harvey Legora Market Map
    03:22 Self Serve UPL Risks
    05:57 Claude Code Copyright
    10:21 Prompts vs Outputs
    12:18 Lawyers Role in AI Era
    13:35 Trust Intuition Integrity
    15:22 Vibe Coding Trust Shift
    21:02 Optimism and Policy Paths
    23:06 Radiology and Automation
    24:11 Chess ATMs Lessons
    25:08 Jobs Disrupted Then Rebound
    25:35 Will Lawyers Become Luxury
    26:31 Antique Cars And Old Law
    27:27 Fence Dispute Real Test
    28:11 Counseling Beats Drafting
    29:08 Specialists Add Hidden Value
    30:19 Centaur Skills Still Matter
    31:12 Training Without Apprentices
    34:33 Dragon Riding New Work
    37:20 AI Adoption Incentives Clash
    39:56 Picking The Right Use Cases
    41:51 Vibe Coding Versus SaaS
    45:14 Invisible AI Wins Adoption
    46:53 Productizing Legal Expertise

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    52 mins
  • Only Happy When It Rains (ft Jae Um and Ed Sohn)
    Apr 2 2026

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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, overlapping hype cycles and why market views diverge by buyer segment, work type, incentives, and user experience, creating fatigue and people “talking past each other.”

    Ed and Jae describe Lumio’s focus on using AI to scale scarce expertise in partners’ commercial acumen — helping them decide where to hunt and how to close revenue — by structuring systems of expertise, archetypes, and context so AI can apply judgment in real partner situations. Jae argues firms shouldn’t wait on master data strategies to change behavior and emphasizes near-term competition on wallet share, rates, and realization, while remaining optimistic that lawyers’ value and agency will endure through change.

    00:00 Meet Ed and Jae

    03:09 Legal AI Hype Cycle

    06:37 Multiple Hype Cycles

    11:19 AI As Personal Tech

    16:11 Mapping The Confusion

    18:10 Tools Builders And Claude

    22:45 Lumio Commercial AI Teammate

    25:03 Building The Expertise Moat

    27:37 Jae's Career Backstory

    28:06 Global Pricing Leadership

    29:26 Human Centered Value

    30:35 AI Beyond Master Data

    32:49 Training Trusted Advisors

    34:43 Compression With AI

    35:18 Buyer Partner Archetypes

    38:55 Rainmaker Teammate Stress

    40:48 Next Two Years Battle

    44:07 Counting It Depends

    47:25 Lumio Expertise Systems

    50:06 Headless Workflow Design

    52:12 Optimism And Agency

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    58 mins
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