The LegalQuants Podcast – Details, episodes & analysis

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The LegalQuants Podcast

LegalQuants

Technology

Frequency: 1 episode/3d. Total Eps: 2

The lawyers building the frontier, showing their work. Long-form conversations with practising lawyers who build their own AI systems, from the LegalQuants community: career stories, the work itself with screens, prompts and failures, and the takes people do not post on LinkedIn. Hosted by Victor Wang, a former BigLaw attorney who runs an AI-powered solo practice and advises frontier AI labs on legal strategy. LegalQuants finds, vets, trains and deploys legal quants. New episodes every two weeks.

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🇬🇧 Great Britain - Technology
30/09/2026
#97

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https://residency.legalquants.com/
2 shares
https://www.legalquants.com/
2 shares
https://vic.law/
2 shares

https://github.com/LegalQuants
1 share
https://github.com/stokebuilder
1 share
https://github.com/LegalQuants/LQ-Architect
1 share

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Score global : 42%

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Andrew Simon: Building a Startup Inside Big Law

Episode 2

Monday, September 28, 2026 • Duration 01:19:38

What does it take to build legal AI inside a Big Law firm with a deliberately small team?

In Episode 2 of the LegalQuants podcast, host Victor Wang talks with Andrew Simon, Chief AI & Innovation Officer at Weil, Gotshal & Manges. Andrew explains how he evaluates new legal AI products, why he thinks retrieval is one of the hardest problems in legal AI, and why Weil uses both closed frontier models and open-weight models. He describes how lawyers’ prototypes become durable applications, why the firm chose decentralized innovation, and how BenchMark grew out of a client’s question.

The conversation then turns to Andrew’s path from Big Law to a startup, supply-chain mathematics, machine learning at BCG, and Weil, before closing on machine-to-machine legal work, access to legal knowledge, raising children in the age of AI, and what he won’t hand over to it.

Andrew Simon at Weil: https://www.weil.com/people/andrew-simon

LegalQuants Residency: https://residency.legalquants.com/

LegalQuants: https://www.legalquants.com/

Victor Wang: https://vic.law/

In this episode:

00:00 Welcome to the LegalQuants podcast

00:09 Meet Andrew Simon

01:12 How Andrew sizes up a new legal AI product

05:26 ROI when the technology keeps changing

06:37 Why legal retrieval is hard

10:40 Using closed and open-weight models

12:10 What happens when a new model drops

16:40 From a lawyer’s prototype to a real app

21:37 How Weil sees and supports AI use

24:14 Why Weil decentralizes innovation

27:16 Building BenchMark

31:31 How BenchMark caught on

33:07 The LASER name and the three-year goal

37:08 A startup within a Big Law firm

41:04 What Andrew looks for in a hire

44:57 Law school, Big Law, and leaving practice

49:21 Starting a beverage company

51:35 How supply-chain math led to machine learning

55:06 How Andrew came to Weil

58:38 The biggest lesson from BCG

59:26 Legal meaning, retrieval, and confidence

1:02:23 How strong a claim should a product make?

1:04:23 Agent security and machine-to-machine work

1:05:53 The case for an industry standards body

1:08:06 Where machine-to-machine efficiency matters most

1:10:27 Nonlawyers, AI, and knowledge diffusion

1:13:33 Raising kids in the age of AI

1:16:36 Parents, mentors, and curiosity

1:18:13 What he won’t surrender to AI

The LegalQuants Podcast – Details, episodes & analysis

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The LegalQuants Podcast – Details, episodes & analysis

Podcast details

Recent rankings

Apple Podcasts

Spotify

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Other5

GitHub3

RSS feed quality and score

Publication history

Latest published episodes

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Apple Podcasts

Spotify

Related Shows Based on Content Similarities

Other5

GitHub3

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