
Show Notes
First demo: 4 years ago. Closed: last week. 6 founders and GTM leaders talking straight to camera about what selling, building, and scaling LegalTech actually looks like in 2026. No script. No polish. Just the honest version. Hosted by Paul Church, with guests: Jacob Adberstein · Reflekt Legal Nathan Mutter & Michael Drapkin · Landfall IP Maryam Salehijam · Junior Eimear McCann · TrialView Bryan Lee · Ruli AI Nick Morgan · Jalubro Season 2 of Taking LegalTech to Market is coming. Subscribe so you don't miss the first episode. 🎙️ Taking LegalTech to Market with Paul Church.
More from Taking LegalTech To Market
Daniel Dalla Vedova is the co-founder of Moritz, an AI-native law firm that came out of Y Combinator and now operates across 44 countries. Before building Moritz, Daniel sold legal AI to some of the biggest law firms in the world. Then he cancelled every single contract. In this episode, Daniel explains why routing AI-native legal services through traditional law firm billing was always going to be the wrong model, how Moritz competes directly with Kirkland and Cleary (and hasn’t lost a single bake-off), and why complexity is the only defensible moat left in legal tech. Clients include Eleven Labs, Turing, and Pylon. 100% bake-off win rate. Operating in 44 countries. 00:00 Introduction - What is Moritz? 01:00 The BigLaw pivot - why Daniel cancelled every law firm contract 02:58 Client feedback and end-of-quarter intensity 03:27 Ideal client profile - who Moritz serves 05:01 Career background - BigLaw, Norm AI, and the ChatGPT moment 08:48 How much more will AI eat up? When does it get uncomfortable? 10:00 Selling to law firms vs. going direct to in-house teams 11:13 Go-to-market - how clients find Moritz 12:34 The bake-off win rate - three reasons Moritz hasn’t lost one 15:22 What’s been harder than expected 17:56 Recruiting parallels and the product that changes its mind 18:30 If you had to double down on one GTM motion 20:17 Hiring salespeople - unreasonable targets and fast feedback cycles 22:21 What percentage of sales hires don’t make the cut? 23:03 How performance is measured beyond sales roles 25:10 Where is Moritz going in the next 12 months? Coming after Kirkland and Cleary 27:01 What the business needs to do to get there 30:11 Is LegalTech in a bubble? 34:17 Wrap-up 🎙️ Taking LegalTech To Market is hosted by Paul Church, LegalTech recruiter and founder of Talent & Growth.
Daniel Dalla Vedova started by selling legal AI to law firms. They paid him 100K a year, then charged their clients 300K for it. So he stopped selling software and built the law firm. Moritz came out of YC and has never lost a bake-off against big law. They handled a 250-page deal with Mexican financial regulations across five rounds of revisions, and charged $2,500. Their North Star: AM Law 100 in a year. In this trailer, Daniel makes the case that if you’re still building commercial contract redlining tools, you’re already in the wrong market. The only defensible position left is complexity. 🎙️ Taking LegalTech To Market with Paul Church
Dan Gallipeau spent 41 years as a trial consultant, over a thousand cases, standing next to some of the best litigators in the country. Last year he co-founded Courtroom, AI software that simulates jury decision-making so trial teams can get juror input months before they ever walk into a courtroom. Two years in: Am Law 100 firms and Fortune 100 companies in the pipeline, with major law firms actively using the product. The growth engine is a combination of network, conference speaking, and proof-of-concept pipelines that run through tech review, litigation partners, and business committees before a single dollar changes hands. In this episode Dan covers the full picture: why mock trials happen too late and what that costs trial teams, how Courtroom was built around not training on client data and why that single decision has won deals, the shift from technology demos to customer-outcome selling, and what 41 years in war rooms at 3am taught him about building software for burnt-out lawyers. He also talks about the judge application now in co-development, the Thoughts from the Trenches LinkedIn series he just launched, and why the AI replacing parts of his craft feels like a natural evolution rather than a threat. If you're building in litigation tech or selling AI into law firms, this is the most grounded version of what that actually looks like. Timestamps [0:00] — From the trenches to co-founder: Dan's 41-year journey [2:20] — How Courtroom came together by accident [4:00] — Market reception: huge interest, cautious buyers [5:00] — Breaking into Am Law 100: the proof-of-concept pipeline [8:10] — Who kills the deal: tech, partners, or the business committee? [11:40] — "We don't train on client data", how that wins deals [12:55] — Go-to-market: networks, conferences, and Thoughts from the Trenches [15:00] — Keeping the focus on the customer, not the technology [17:00] — Selling to burnt-out lawyers at 3am [19:50] — Watching AI remove what you've spent 40 years building [23:30] — The next 12 months: what world-class looks like for Courtroom 🎙️ Taking LegalTech to Market is hosted by Paul Church, LegalTech recruiter, talent advisor, and one of the most listened-to voices in the space. Subscribe to our Newsletter: https://www.linkedin.com/newsletters/the-gtm-brief-7499116024424873984/
Nobody wants to be the first law firm to sign. Dan Gallipeau from Courtroom on how credibility builds client by client, why their data policy has won deals, and the 9pm-before-court test every LegalTech product has to pass. Full episode out tomorrow. Subscribe so you don't miss it.
Luke Versweyveld launched Virgil in August 2024 with a co-founder from Answer AI and a mandate from Eric Rees, author of Incorruptible, to build the legal and back office infrastructure that the governance framework needed to actually work in practice. Two years in: a hundred clients, a wait list, zero marketing spend. The growth engine is entirely word of mouth, split roughly 50/50 between their own network and existing clients referring founders they went through incubators with. In this episode Luke covers the full picture: why they chose a tech-enabled professional services firm over a SaaS product, how the squad model works and why it creates a moat that an arm's length law firm can't replicate, what the Atrium lesson taught them about building economics that work from day one without needing AI to save them, and the unreasonable hospitality playbook they're about to run to turn clients into advocates. He also talks about the community play, a free cap table rolling out to all clients, hiring a head of hospitality, and why headcount is the wrong metric entirely. If you're building a startup and thinking about legal and back office, or building a professional services business and wondering what the new model looks like, this is the most practical version of that story. Timestamps: 00:00 — What Virgil is and who it serves 01:01 — How Luke met Eric Rees and what Incorruptible had to do with it 04:38 — Why they chose professional services over SaaS 06:36 — 100 clients, zero marketing, entirely word of mouth 10:56 — Why the wait list worked when Luke assumed it wouldn't 13:14 — The ICP moment when the need slaps founders in the face 16:21 — Unreasonable hospitality as a GTM strategy 20:00 — Making promos for clients for free as a referral flywheel 22:45 — Surprising clients by including things they expected to pay for 23:49 — The community play: Bookface for Virgil clients 25:56 — Why they didn't raise and what Atrium taught them 30:12 — Headcount is a vanity metric. We brag about how few people it takes. 🎙️ Taking LegalTech to Market is hosted by Paul Church, LegalTech recruiter, talent advisor, and one of the most listened-to voices in the space. Subscribe for new episodes every week. Subscribe to our Newsletter: https://www.linkedin.com/pulse/why-first-ae-hire-fails-companies-paul-church-jrpme/