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AI, job displacement and the new legal reality ⚖️ | Nick Holzherr (GitLaw)

What every builder should know about async teams, pricing, and the coming legal reset

📺 Watch now on Substack or YouTube | 🎧 Listen on Spotify or Apple Podcasts

— Millennial Masters is sponsored by Jolt ⚡️ Reliable hosting for modern builders


This week’s Millennial Master is Nick Holzherr, founder and CEO of GitLaw.

Nick turned his appearance on The Apprentice in 2012 into a real tech career. He built food AI company Whisk, that Samsung later acquired, spent six intense years running a global product, then walked away from all of it to build again.

GitLaw is his latest move: an AI legal platform built for founders, not law firms, backed by a fresh $3 million pre-seed round.

Nick is direct about how AI will reshape work and honest about the inefficiencies buried inside traditional legal services. His journey spans TV exposure, scaling teams across continents, navigating corporate buyouts and now building at full speed in one of the most regulated industries.

This episode is all about how to build with AI, how to survive high-pressure growth, and how to stay sharp when the rules change overnight.

🔗 Find Nick on LinkedIn



Takeaways from Nick’s episode

1️⃣ AI isn’t replacing lawyers, it’s replacing bad habits

Founders already paste legal questions into ChatGPT. Nick’s point is simple: most legal work starts from templates, so the real threat isn’t to lawyers, but to slow, bloated process.

2️⃣ Hiring the wrong people is the fastest way to slow a company down

Nick’s biggest hard-won lesson is that weak hires kill momentum. He shares how structured interviews, case studies and short trials became his safeguard in every company he’s built.

3️⃣ Best practice will carry most of your legal needs

If you’re building standard NDAs, employment agreements, or terms, you don’t need custom clauses. You need market norms, properly structured. That’s where tools like GitLaw shine.

4️⃣ Raising prices starts with knowing your real value

Nick went from £3k contracts to six-figure deals by understanding what enterprise buyers were already paying. Pricing only changes when you see the game from their side.

5️⃣ Distributed teams win by documenting everything

Async habits weren’t a COVID invention for Nick. Writing things down, codifying decisions, and keeping clean specs is what allowed his teams to scale across 16 time zones.


Subscribe for more real talk on AI, jobs, and the future of work. 🔍


In this episode we cover:

00:00 Introduction to Nick Holzherr

02:08 Turning The Apprentice into startup leverage

06:59 Early funding, pivots and finding traction with Whisk

10:47 When big tech came calling and choosing Samsung

13:52 Hiring 100 people in nine months

20:35 How to actually run a remote, async global team

24:50 Leaving Samsung and working out what to do next

28:24 Spotting the AI moment and the first ideas for GitLaw

31:48 AI, job displacement and who gets hit first

37:39 Why legal costs are broken for founders and SMEs

42:55 Backlash, cease and desist letters and staying resilient

48:25 Building GitLaw differently with AI-native workflows

51:19 Building from Birmingham and hiring globally

55:19 Quickfire: best decision, hiring mistakes, Sam Altman, books and sacrifice


Send this to anyone trying to navigate legal work without burning cash. ⚖️

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