Scale To Win with Dominic Monkhouse

Most people think AI is overhyped. Nick Holzherr thinks it's drastically undervalued. After selling Whisk to Samsung and scaling it from zero to 120 people across eight time zones, he's now building Gitlaw—an AI agent that creates and reviews legal documents for free, making legal services accessible to small businesses that have been priced out of the market.
In this episode, Nick breaks down why fully remote distributed teams are the most effective way to scale fast, why async should be the default operating system for high-performing companies, and how he's doing the work of 50 people with a team of 15 by putting AI agents to work on everything from code to design to user feedback. He also shares why he promotes from within rather than parachuting in external managers, and how relationships built during one intense week together sustain distributed teams for the entire year.
What you'll learn:

🌍 Why hiring globally in a 3-4 hour time zone beats limiting yourself to local talent
🤖 How AI is undervalued—and why most businesses are only scratching the surface
⚡ Why async work should be your default operating system, not just a productivity hack
👥 How one intense week together physically sustains remote team relationships for a year
💼 Why legal services are fundamentally unfair—and how AI can level the playing field
🚀 How to do the work of 50 people with 15 by orchestrating AI agents effectively

Who should listen:

✔️ Founder-CEOs scaling distributed or remote teams and navigating hiring challenges
✔️ Tech leaders implementing AI and trying to understand its true potential beyond hype
✔️ Anyone building products where top 5% talent makes the difference between success and failure
✔️ Leaders interested in async-first cultures and alternatives to office-based work

Book recommendations:

Poor Charlie's Almanac - Charles T. Munger - https://www.amazon.co.uk/Poor-Charlies-Almanack-Expanded-3rd/dp/1578645018

Four Thousand Weeks - Oliver Burkeman - https://www.amazon.co.uk/Four-Thousand-Weeks-Management-Mortals/dp/1847924522

How to Win Friends and Influence People - Dale Carnegie - https://www.amazon.co.uk/How-Win-Friends-Influence-People/dp/0091906814

Podcast recommendation:

Lenny's Podcast - Lenny Rachitsky - https://www.lennyspodcast.com/

About the Guest:

Nick Holzherr is the founder of Gitlaw, an AI agent platform that helps small businesses create and review legal documents for free—democratizing access to legal services that have historically been too expensive or too slow for SMEs. Before Gitlaw, he founded Whisk, a recipe and food tech company he scaled from zero to 120 people distributed across eight time zones (minus eight to plus eight GMT) before selling it to Samsung in 2019, where he stayed for seven years.

He's a strong believer that AI's value is massively undervalued despite stock market hype, that async work should be the default for high-performing companies, and that legal documents will become 100 times cheaper and 10 times faster within one to two years. Nick has built his recent companies entirely as fully remote distributed teams, having learned that trying to hire top 5% specialized talent locally is nearly impossible unless you're paying Google or Facebook rates. Instead, he hires the best people globally within a 3-4 hour time zone, brings everyone together physically once a year for an intense week of relationship-building, and orchestrates AI agents to amplify what his lean team can accomplish.

GitLaw:

From global finance to eco-cleaning, regenerative farming, and rethinking entire systems — Mark Jankovich doesn’t do incremental change.
He believes we’re living through a full-scale reset — and entrepreneurs have a responsibility to lead it.
In this episode, Mark shares why climate change isn’t a mass participation problem, why consumers shouldn’t be asked to make hard choices at all, and why some products — from bleach to diesel engines — should simply disappear.

You’ll hear how Delphis Eco was born from a moment of clarity on a family holiday, what he’s learned from two decades of being ahead of the curve, and why broken systems like farming, education, and climate must be fixed together — not in isolation.

This is a provocative, systems-level conversation about leadership, responsibility, and designing a future where doing the right thing is the default.

What you’ll learn:
🌍 Why climate change messaging fails — and why it’s not a problem for the masses to solve
⚙️ How removing bad choices entirely is more effective than asking people to “do better”
🧴 Why bleach, virgin plastic, and outdated products should stop being sold
🚗 The myths around EVs, infrastructure, and resistance to change
🏢 How to build a sustainable business by letting systems and machines do the work
🌱 Why soil health, education, and climate are deeply interconnected
📈 What it’s really like to build a business 20 years ahead of the trend

Who should listen:
• Founders and CEOs building businesses with sustainability at their core
• Leaders frustrated by slow progress on climate and systemic change
• Entrepreneurs interested in policy, regulation, and government advisory
• Anyone curious about regenerative agriculture, food systems, and land use
• Builders who believe the next wave of innovation will be structural, not cosmetic

Chapters
00:00 Introduction
02:00 Mark’s worldview on cataclysmic change and entrepreneurial optimism
05:02 Systems change starts with cutting off harmful choices
10:03 Lessons from Dubai and the supermarket’s slow death
15:20 The origin story of Delphis Eco and quitting finance
17:37 Surviving 20 brutal years to finally see traction
19:07 Shifting from B2B to retail and staying lean
23:42 Letting tech run the business and outsourcing smartly
25:46 Hiring for attitude and losing good people as you grow
30:42 Rewilding unprofitable farmland for soil and social good
34:07 How farming, education and nature can solve each other
39:12 Book and podcast recs that shaped Mark’s thinking
40:52 The power of paradigm shifts and the coming wave

Book & media recommendations:

• Harmony — HRH The Prince of Wales: https://www.amazon.co.uk/dp/0007413639

• Green Swans — John Elkington: https://www.amazon.co.uk/dp/1785786431

• The Ministry for the Future — Kim Stanley Robinson: https://www.amazon.co.uk/dp/0356508841

• Future Noughts (podcast) — John Richardson: https://www.comedy.co.uk/podcasts/future_noughts/

About the Guest:
Mark Jankovich is the founder and CEO of Delphis Eco, one of the UK’s leading manufacturers of eco-friendly cleaning products.
A former City finance executive, Mark now builds systems that challenge the hidden environmental damage of everyday industries.
He also works with the UK...

From a council estate in Oxford to a £100 million exit by age 37. Andrew Hulbert's journey isn't a polished Silicon Valley success story—it's raw, real, and packed with hard-won lessons about what actually matters when you're building something from nothing.
In this episode, Andrew breaks down the decade-long grind of scaling Pareto from his bedroom to a 500-person, £50 million turnover business serving the world's biggest tech companies. He shares why balance is bollocks when you're building, why bright yellow McLarens don't buy happiness, why you should retire early if you can, and how a council estate upbringing gave him the hunger and community mindset that fueled everything. This is a masterclass in bootstrapping, knowing when to go all-in, and actually achieving the goal you set out to hit.

What you'll learn:
💷 Why money doesn't buy happiness—but time does, and how an exit gives you that back
🎯 The truth about balance: why it's bollocks when you're scaling (and when it matters again)
🚀 How to build a £50M business with no funding, no backers, and no marketing budget
⚡ Why you don't need expensive marketing to make a massive splash in your market
👔 Why corporate life doesn't work for everyone—and why that's perfectly fine
🏆 How changing your peer group at 16 completely altered the trajectory of Andrew's life

Who should listen:
Bootstrapped founder-CEOs grinding through the early stages of scale
Anyone in corporate wondering if they should take the leap into entrepreneurship
Leaders thinking about exits, life after the business, and what actually matters
Entrepreneurs from non-traditional backgrounds looking for proof it's possible

Book recommendations:

The E-Myth Revisited - Michael E. Gerber - https://www.amazon.co.uk/E-Myth-Revisited-Small-Businesses-About/dp/0887307280

The Escape Manifesto - Escape the City - https://www.amazon.co.uk/Escape-Manifesto-Freedom-Meaningful-Living/dp/1783521430

Beer Mat Entrepreneur - Mike Southon & Chris West - https://www.amazon.co.uk/Beermat-Entrepreneur-Turn-Good-Great/dp/0273708074

About the Guest:
Andrew Hulbert is the founder of Pareto, a business he started from his bedroom at age 27 with nothing but a laptop and an idea. Over the next decade, he scaled Pareto to £50 million in annual turnover and 500 staff, serving some of the world's biggest tech companies before orchestrating a £100 million exit.
Andrew finished working at 37 and has spent the last two years decompressing on a farm in Oxfordshire, reconnecting with his wife, kids, and the life he built outside the business. He's known for his unfiltered honesty about the realities of entrepreneurship, his belief that balance is a myth when you're scaling, and his conviction that money buys time—not happiness. He's also refreshingly candid about buying (and quickly selling) a bright yellow McLaren that made him feel like a "bus wanker" from The Inbetweeners.

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https://linkedin.com/in/dominicmonkhouse

Chapters:

00:00...

As 2025 draws to a close, we're replaying some of the show's standout conversations from this year. This episode with James Kerr remains one of the most thought-provoking discussions. Whether you're hearing it for the first time or revisiting the insights, there's plenty here to fuel your leadership thinking as we head into the new year.
James Kerr is a writer, coach, and consultant who specialises in leadership, culture and mindset in high-performing teams. His global bestseller, 'Legacy' has been described by The Daily Telegraph as “the modern version of Vince Lombardi’s guides to coaching”, saying that "for those searching for genuine keys to team culture, it is manna from heaven".
James has worked with Tier One Special Forces, the English Premier League, international cricket, Formula One, America’s Cup, Major League Baseball, and Olympic pathways. He has guest lectured at Westpoint Military Academy, Sandhurst and Eton College and written for the BBC, Independent, Times and Guardian. His corporate clients have included Google, Spotify, Goldman Sachs, McKinsey & Co, Adidas, and Arc'teryx.
In this frank discussion, Dominic explores the synergy between individual leadership and collective vision, and the critical role of cultural evolution in maintaining relevance and potency. James shares how the iconic “Sweeping the Shed” mantra, revolutionised team culture at the All Blacks, and how these principles can be applied beyond the rugby field into business and everyday life.
Discover
The Role of Values in Sustainable Success: By embracing values such as humility, responsibility, and respect, the All Blacks created a foundation for long-term success, demonstrating that values-driven cultures outperform talent-driven ones.
The Power of Rituals and Symbols: The enduring significance of the Haka demonstrates how rituals and symbols can reinforce identity, unity, and purpose within a team.
Leadership Across Domains: The principles of leadership and cultural excellence are universal and can be applied across diverse fields, demonstrated by James’ work in sports, military, and business.
Neuroscience and Leadership: The interplay between neuroscience and performance underpins how understanding the brain's responses to fear and confidence can inspire leaders to strike a balance between challenges and support, fostering growth and accountability.
Connect with James - https://www.linkedin.com/in/james-kerr-09a70bb
Connect with Dominic - https://www.linkedin.com/in/dominicmonkhouse
Book recommendations:

Viktor Frankl - Man's Search For Meaning - https://www.penguin.co.uk/books/347571/mans-search-for-meaning-by-viktor-e-frankl/9781846046384
Daniel Kahneman - Thinking, Fast and Slow - https://www.penguin.co.uk/books/56314/thinking-fast-and-slow-by-kahneman-daniel/9780141033570
Daniel Coyle - The Culture Code - https://danielcoyle.com/the-culture-code/
Jim Collins - Good To Great - https://www.jimcollins.com/article_topics/articles/good-to-great.html#articletop
James' book Legacy is out now - https://danielcoyle.com/the-culture-code/

Dominic’s book Mind Your F**king Business is out now - https://www.monkhouseandcompany.com/mind-your-fking-business/

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Most service businesses drown in the chaos between what customers ask for and what they actually need. Kit Cox has spent over a decade building Enate to solve exactly that, an orchestration platform that helps B2B service providers cut through vagueness, assemble data, and deliver consistently exceptional service powered by both AI and human workforce.
In this episode, Kit breaks down the three stages of service delivery, why culture trumps everything else as a founder, and how radical honesty, not "fake it till you make it" builds the customer relationships that actually last. He also shares why the best hires might have learned their most valuable skills in drama class, and why lawyers and IT departments as we know them might not survive the next decade.

What you'll learn:
🎯 The three critical stages of service delivery and where AI actually makes the difference
💡 Why culture is the single most important thing a founder can build
🤝 How brutal honesty creates stronger customer relationships than polished salesmanship
🧠 The "thousand types of clever" needed to build a company (and why education only tests two of them)
⚡ How to systematise hiring so you're finding values and attitude, not just skills
🔍 Why "what are you most proud of?" reveals more about a candidate than any competency question

Who should listen:
Founder-CEOs scaling B2B service or SaaS businesses, particularly those in the 50-100+ employee range
CTOs and COOs managing complex service delivery operations
Leaders implementing AI and automation in service environments
Anyone trying to move from bespoke chaos to scalable, repeatable customer success

Podcast recommendations:
13 Minutes to the Moon - BBC World Service - https://www.bbc.co.uk/programmes/w13xttx2
Mindscape - Sean Carroll - https://www.preposterousuniverse.com/podcast/

About the Guest:
Kit Cox is the founder and CTO of Enate, an orchestration platform helping B2B service providers deliver exceptional services powered by AI and human teams. A manufacturing engineer by training and software engineer by passion, Kit has spent over a decade building Enate through three distinct phases, from bespoke services to a focused product for BPO providers, and now to a full-scale platform supporting service delivery in the age of generative AI.

Under his leadership, Enate has grown to approximately 100 people across the UK and India, achieving 40% year-on-year growth and reaching profitability in 2023. The company secured investment from Scottish Equity Partners in 2023 and now serves some of the world's largest service providers with a laser-focused account-based approach targeting just 100 key companies.

Kit is known for his commitment to culture-first leadership, his belief that successful customer relationships require radical honesty, and his conviction that it takes "a thousand different types of clever" to build a successful company, most of which aren't tested in traditional education. He champions curiosity as a hiring requirement and structures his company to act as one unified team across geographies, with India serving as a profit centre rather than just a cost-reduction play.

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https://subscribe.monkhouseandcompany.com

Follow Dominic on LinkedIn:
https://linkedin.com/in/dominicmonkhouse

Chapters:
00:00 Introduction
01:42 The three lives of the business and early AI pivot
05:12 Five contrarian truths Kit believes about business and tech
07:56 Enate’s scale, global team breakdown and revenue growth
12:10 Why culture is a founder’s most vital responsibility
14:02 How values are taught, lived and kept alive at...