Want a quick estimate of how much your business is worth?
With our free valuation calculator, answer a few questions about your business, and you’ll get an immediate estimate of the value of your business.
You might be surprised by how much you can get for it: https://flippa.com/exit
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In this episode of The Exit, host Steve sits down with Callum Laing, partner at Unity Group, author, and serial entrepreneur who has helped take more than 100 companies public. With decades of experience across Asia, Europe, and beyond, Callum shares his contrarian approach to growth, exits, and how founders can use the capital markets as a scaling tool, not just a finish line.
From his first recruitment business during the dot-com boom to running a global group that helps small businesses access public market advantages. Callum has seen it all, from booms, busts to breakthroughs. He explains why most entrepreneurs under-optimize for profit when gearing up to sell, how boards can fast-track business maturity, and why timing the market is less about prediction and more about preparation.
Callum’s insights extend beyond valuation multiples. He talks candidly about common M&A mistakes, the power of strategic positioning, and why founders should sell “as soon as they can” to regain their most valuable resources: time and capital. This episode is a masterclass in scaling smart, negotiating with leverage, and learning faster through failure.
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Callum Laing is a seasoned entrepreneur, investor, and M&A specialist with over two decades of experience building and scaling companies across multiple industries. As a Partner at Unity Group and Founder of the Global Investment Leaders Directive (GILD) and the Veblen Director Programme, he helps business owners unlock liquidity, accelerate growth, and gain access to global capital markets. A passionate advocate for ethical capitalism and entrepreneur-led innovation, Callum has worked extensively with private equity firms, family offices, and public markets to bridge the gap between fast-growing private enterprises and institutional investors.
LinkedIn - https://www.linkedin.com/in/callumlaing/
Website - https://callumlaing.com/
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The Exit—Presented By Flippa: A 30-minute podcast featuring expert entrepreneurs who have been there and done it. The Exit talks to operators who have bought and sold a business. You’ll learn how they did it, why they did it, and get exposure to the world of exits, a world occupied by a small few, but accessible to many. To listen to the podcast or get daily listing updates, click on flippa.com/the-exit-podcast/
All content for The Exit - Presented By Flippa is the property of The Exit - Presented By Flippa and is served directly from their servers
with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Want a quick estimate of how much your business is worth?
With our free valuation calculator, answer a few questions about your business, and you’ll get an immediate estimate of the value of your business.
You might be surprised by how much you can get for it: https://flippa.com/exit
--
In this episode of The Exit, host Steve sits down with Callum Laing, partner at Unity Group, author, and serial entrepreneur who has helped take more than 100 companies public. With decades of experience across Asia, Europe, and beyond, Callum shares his contrarian approach to growth, exits, and how founders can use the capital markets as a scaling tool, not just a finish line.
From his first recruitment business during the dot-com boom to running a global group that helps small businesses access public market advantages. Callum has seen it all, from booms, busts to breakthroughs. He explains why most entrepreneurs under-optimize for profit when gearing up to sell, how boards can fast-track business maturity, and why timing the market is less about prediction and more about preparation.
Callum’s insights extend beyond valuation multiples. He talks candidly about common M&A mistakes, the power of strategic positioning, and why founders should sell “as soon as they can” to regain their most valuable resources: time and capital. This episode is a masterclass in scaling smart, negotiating with leverage, and learning faster through failure.
--
Callum Laing is a seasoned entrepreneur, investor, and M&A specialist with over two decades of experience building and scaling companies across multiple industries. As a Partner at Unity Group and Founder of the Global Investment Leaders Directive (GILD) and the Veblen Director Programme, he helps business owners unlock liquidity, accelerate growth, and gain access to global capital markets. A passionate advocate for ethical capitalism and entrepreneur-led innovation, Callum has worked extensively with private equity firms, family offices, and public markets to bridge the gap between fast-growing private enterprises and institutional investors.
LinkedIn - https://www.linkedin.com/in/callumlaing/
Website - https://callumlaing.com/
--
The Exit—Presented By Flippa: A 30-minute podcast featuring expert entrepreneurs who have been there and done it. The Exit talks to operators who have bought and sold a business. You’ll learn how they did it, why they did it, and get exposure to the world of exits, a world occupied by a small few, but accessible to many. To listen to the podcast or get daily listing updates, click on flippa.com/the-exit-podcast/
When to Let Go: The Emotional Side of Selling Your Business – Lessons from Jonathan Bennett
The Exit - Presented By Flippa
28 minutes 41 seconds
3 months ago
When to Let Go: The Emotional Side of Selling Your Business – Lessons from Jonathan Bennett
Want a quick estimate of how much your business is worth?
With our free valuation calculator, answer a few questions about your business, and you’ll get an immediate estimate of the value of your business.
You might be surprised by how much you can get for it: https://flippa.com/exit
--
In this episode of The Exit: Host Steve McGarry sits down with Jonathan Bennett, advisor at Clearly Then and former founder of a successful B Corp consulting firm, to unpack the emotional journey of exiting a business—something rarely discussed, but profoundly impactful.
Jonathan shares his own story of selling his company through a gradual management buyout, and how the decision started with a casual walk in Dublin and a question from his wife. The episode dives into the often-overlooked inner challenges that founders face—identity loss, grief, and the fear of letting go. “The easy part is the legal and financial stuff,” Jonathan says. “The hard part is emotional.”
You’’ll learn:
Why selling at your peak (not in burnout) is critical
How to choose the right successor without hanging on too long
Why empty promises during a handover can backfire
What life after an exit looks like—and how to fill the void with purpose
Smart negotiation tips, including how to uncover the real motivations of a buyer
Whether you're planning to exit soon or just building for the long game, Jonathan’s mix of practical wisdom and emotional intelligence will give you a fresh perspective on what it really means to walk away from something you built.
"Don't wait until you're depleted to sell—get off the stage while the crowd is still clapping." – Jonathan Bennett
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Jonathan Bennett is an advisor and executive coach for purpose-driven leaders who need help solving their organization’s toughest obstacles. With experience in urban, rural, remote, and First Nations communities, Jonathan’s expertise is in social purpose business strategy, governance, branding, change, and communications. His coaching draws on 25 years of creativity and leadership success as a CEO, board member, and founder, and he is known for his deep-listening and his breakthrough solutions that create insights and new strategies.
Jonathan on LinkedIn: https://www.linkedin.com/in/bennettjonathan/
Link to Private Podcast: https://clearlythen.com/listen
Website: https://clearlythen.com/
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The Exit—Presented By Flippa: A 30-minute podcast featuring expert entrepreneurs who have been there and done it. The Exit talks to operators who have bought and sold a business. You’ll learn how they did it, why they did it, and get exposure to the world of exits, a world occupied by a small few, but accessible to many. To listen to the podcast or get daily listing updates, click on flippa.com/the-exit-podcast/
The Exit - Presented By Flippa
Want a quick estimate of how much your business is worth?
With our free valuation calculator, answer a few questions about your business, and you’ll get an immediate estimate of the value of your business.
You might be surprised by how much you can get for it: https://flippa.com/exit
--
In this episode of The Exit, host Steve sits down with Callum Laing, partner at Unity Group, author, and serial entrepreneur who has helped take more than 100 companies public. With decades of experience across Asia, Europe, and beyond, Callum shares his contrarian approach to growth, exits, and how founders can use the capital markets as a scaling tool, not just a finish line.
From his first recruitment business during the dot-com boom to running a global group that helps small businesses access public market advantages. Callum has seen it all, from booms, busts to breakthroughs. He explains why most entrepreneurs under-optimize for profit when gearing up to sell, how boards can fast-track business maturity, and why timing the market is less about prediction and more about preparation.
Callum’s insights extend beyond valuation multiples. He talks candidly about common M&A mistakes, the power of strategic positioning, and why founders should sell “as soon as they can” to regain their most valuable resources: time and capital. This episode is a masterclass in scaling smart, negotiating with leverage, and learning faster through failure.
--
Callum Laing is a seasoned entrepreneur, investor, and M&A specialist with over two decades of experience building and scaling companies across multiple industries. As a Partner at Unity Group and Founder of the Global Investment Leaders Directive (GILD) and the Veblen Director Programme, he helps business owners unlock liquidity, accelerate growth, and gain access to global capital markets. A passionate advocate for ethical capitalism and entrepreneur-led innovation, Callum has worked extensively with private equity firms, family offices, and public markets to bridge the gap between fast-growing private enterprises and institutional investors.
LinkedIn - https://www.linkedin.com/in/callumlaing/
Website - https://callumlaing.com/
--
The Exit—Presented By Flippa: A 30-minute podcast featuring expert entrepreneurs who have been there and done it. The Exit talks to operators who have bought and sold a business. You’ll learn how they did it, why they did it, and get exposure to the world of exits, a world occupied by a small few, but accessible to many. To listen to the podcast or get daily listing updates, click on flippa.com/the-exit-podcast/
