Debra Hall is a serial founder, governance expert, and one of New Zealand’s most respected angel investors. She sold her award-winning market research firm, Research Solutions, to global giant Synovate, and now mentors founders on building exit-ready businesses.

In this episode, we dive into the emotional rollercoaster of selling your company, why strong governance drives higher valuations, and how to shift from founder to boardroom force. Whether you're scaling, selling, or starting over—this conversation is packed with real-world lessons from both sides of the exit.

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Download the first 2 chapters of my upcoming book, 2 Commas, for free here https://bit.ly/3WisuYo

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Visit https://www.joshcomrie.com/ to see how I can help you on your business journey.

Linda Jenkinson is a serial entrepreneur, impact investor, and the first New Zealand woman to list a company on the NASDAQ. In this episode, she unpacks what it takes to scale globally, lead across continents, and create businesses that drive both profit and purpose.

From managing hundreds of thousands of gig workers to building companies that solve real-world problems, Linda reveals the mindset shifts, leadership challenges, and personal sacrifices behind bold entrepreneurship — and what she's doing now to empower the next generation.

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Download the first 2 chapters of my upcoming book, 2 Commas, for free here https://bit.ly/3WisuYo

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Visit https://www.joshcomrie.com/ to see how I can help you on your business journey.

Roy Crane is a seasoned entrepreneur who turned his helicopter training business into a thriving enterprise before successfully navigating a high-stakes exit. In this episode, Roy shares powerful insights on the emotional toll of selling your business, the strategic moves that sealed the deal, and how to redefine your purpose post-exit. Whether you're planning to sell or scaling for growth, Roy’s journey offers invaluable lessons on resilience, leadership, and life after letting go.

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Download the first 2 chapters of my upcoming book, 2 Commas, for free here https://bit.ly/3WisuYo

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Visit https://www.joshcomrie.com/ to see how I can help you on your business journey.

Neil Millar is one of New Zealand’s leading M&A lawyers with over 25 years of experience, advising on multi-million dollar deals across various industries. In this episode, Neil shares how he navigates complex transactions, the unexpected pitfalls founders face during exits, and why successful M&A requires balancing persuasion, preparation, and patience. From grumpy markets to regulatory shifts, Neil offers invaluable insights for founders, business owners, and investors preparing for their next big move.

Subscribe to the 2 Commas Journal to receive business insights and real exit lessons straight to your inbox https://bit.ly/47lfcPU

Download the first 2 chapters of my upcoming book, 2 Commas, for free here https://bit.ly/3WisuYo

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Visit https://www.joshcomrie.com/ to see how I can help you on your business journey.

Seeby Woodhouse, a pioneering entrepreneur in New Zealand's internet space, built Orcon from the ground up, starting at just 19 years old. In this episode, he shares how he scaled the company, navigated near-bankruptcy, and sold it in a multimillion-dollar exit before turning 30. He reflects on the lessons from that deal, the fortune he left on the table, and his journey through investments, photography, and a return to telecommunications with Voyager. A candid conversation about risk, resilience, and the highs and lows of life after a big exit.

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Download the first 2 chapters of my upcoming book, 2 Commas, for free here https://bit.ly/3WisuYo

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Visit https://www.joshcomrie.com/ to see how I can help you on your business journey.

From structuring multi-million dollar deals to navigating complex exits, Greg Young shares the insider secrets of M&A. In this episode, he breaks down the biggest red flags that kill deals, how to prepare your business for sale, and why most founders leave money on the table. Whether you're planning an exit or looking to acquire, this episode is packed with must-know insights.

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Download the first 2 chapters of my upcoming book, 2 Commas, for free here https://bit.ly/3WisuYo

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Visit https://www.joshcomrie.com/ to see how I can help you on your business journey.

From building 10 companies to executing 15 strategic acquisitions, Mike Marr shares the secrets behind scaling through M&A. In this episode, he breaks down the five-stage acquisition process, the common pitfalls buyers face, and how culture can make or break a deal. Whether you’re a founder eyeing an exit or an entrepreneur looking to grow through acquisitions, this episode is packed with invaluable insights.

Subscribe to the 2 Commas Journal to receive business insights and real exit lessons straight to your inbox https://bit.ly/47lfcPU

Download the first 2 chapters of my upcoming book, 2 Commas, for free here https://bit.ly/3WisuYo

Follow me on LinkedIn: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠www.linkedin.com/in/joshcomrie⁠⁠⁠⁠⁠⁠⁠⁠

Visit https://www.joshcomrie.com/ to see how I can help you on your business journey.

In this episode of Two Commas, I sit down with Kris Nygren—an expert in business strategy, governance, and scaling companies to successful exits. From leading Optimal Usability through rapid growth to navigating its acquisition by PwC, Kris shares the hard-won lessons of scaling, selling, and transitioning leadership. We explore the role of trust in high-stakes deals, the nuances of governance, and what it really takes to align business growth with a strategic exit.

If you're an entrepreneur, executive, or investor thinking about scaling or selling, this is a conversation you won’t want to miss.

Subscribe to the 2 Commas Journal to receive business insights and real exit lessons straight to your inbox https://bit.ly/47lfcPU

Download the first 2 chapters of my upcoming book, 2 Commas, for free here https://bit.ly/3WisuYo

Follow me on LinkedIn: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠www.linkedin.com/in/joshcomrie⁠⁠⁠⁠⁠⁠⁠⁠

Visit https://www.joshcomrie.com/ to see how I can help you on your business journey.

For the first time ever, I switched seats in this episode of Two Commas. My wife, Tina, put me under the spotlight, asking the tough questions about my entrepreneurial journey, the lessons from multiple business exits, and why I started this podcast in the first place.

From my first paper round at 12 to building, scaling, and exiting multiple businesses, we dive deep into the lessons, the missteps, and the mindset shifts that shaped my journey. We talk about the best (and worst) advice I’ve received, what founders really need to know before selling, and why this podcast exists in the first place.

Whether you're an entrepreneur planning your next move or just curious about the realities of business exits, this episode pulls back the curtain on what happens after the deal is done.

Subscribe to the 2 Commas Journal to receive business insights and real exit lessons straight to your inbox https://bit.ly/47lfcPU

Download the first 2 chapters of my upcoming book, 2 Commas, for free here https://bit.ly/3WisuYo

Follow me on LinkedIn: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠www.linkedin.com/in/joshcomrie⁠⁠⁠⁠⁠⁠⁠⁠

Visit https://www.joshcomrie.com/ to see how I can help you on your business journey.

In this episode of Two Commas, I sit down with legendary entrepreneur Tony Falkenstein—NZ Business Hall of Fame inductee and serial founder with over 50 ventures to his name.

From scaling companies to public listings, navigating high-stakes acquisitions, and bouncing back from failures, Tony shares the raw lessons of a lifetime in business. Whether you're a founder eyeing growth, an investor assessing value, or a leader shaping your next move, this episode is packed with insights on scaling, selling, and leaving a lasting impact.

Subscribe to the 2 Commas Journal to receive business insights and real exit lessons straight to your inbox https://bit.ly/47lfcPU

Download the first 2 chapters of my upcoming book, 2 Commas, for free here https://bit.ly/3WisuYo

Follow me on LinkedIn: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠www.linkedin.com/in/joshcomrie⁠⁠⁠⁠⁠⁠⁠⁠

Visit https://www.joshcomrie.com/ to see how I can help you on your business journey.