Season 4 kicks off with a special solo episode where I go deep on the founder’s burden: the pressure, the sacrifices, and the simple but confronting question: what do you really want from your business? Drawing on my own journey from burnout to clarity, I unpack why defining your true goals and what you’re willing to sacrifice is the key to building on your own terms.Follow me on LinkedIn: www.linkedin.com/in/joshcomrieSubscribe to the 2 Commas Journal to receive business insights and real exit lessons straight to your inbox http://bit.ly/422vb3oVisit https://www.joshcomrie.com/ to see how I can help you on your business journey.
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21:18
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21:18
Pro services company legends: timeless business lessons
Marisa Fong, Matt Chapman, and Jovan Pavlicevic each built and exited companies on their own terms — but the lessons they share are universal. From chasing government contracts as a two-person team, to scaling a global freight train, to selling before the market turned, their stories reveal how ambition, timing, and resilience shape the founder journey.This best-of episode isn’t about theory or glossy headlines. It’s the messy, human side of building and exiting — told by founders who’ve been there, scarred, and succeeded. If you’re growing, scaling, or planning an exit, these are the insights you’ll want in your back pocket.
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1:02:20
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1:02:20
Startup legends on how to start, scale, and sell
Mike Carden, Will Palmer, and James McCarthy each built, scaled, and sold SaaS companies in very different ways — but all with lessons that matter for founders today. From surviving the GFC with no cash, to putting profitability ahead of vanity growth, to mastering the art of storytelling as a sales weapon, their experiences cut through the myths of startup success.This “best of” episode isn’t polished theory. It’s real stories, hard scars, and the kind of wisdom you only get from the trenches of building and exiting. If you’re starting, scaling, or staring down an exit, you’ll find insights here worth stealing.
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37:53
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37:53
Vicki Ammundsen: NZ's top Trusts Lawyer tells all
Vicki Ammundsen didn’t become one of New Zealand’s most sought-after trust and tax lawyers by playing it safe. She’s spent decades helping founders, families, and advisors navigate the uncomfortable questions most people avoid—until it’s too late.In this episode, we explore the hidden cracks in succession planning, the emotional blind spots that derail even the best-laid legacies, and why giving your kids shares in the family business might be the worst gift of all. Vicki shares the patterns she’s seen behind high-stakes exits, multi-generational wealth plans, and business transitions that either protect the founder’s vision — or slowly unravel it.Whether you’re planning to step back or just starting to build something worth passing on, this conversation is a wake-up call to plan with clarity, intention, and courage.Follow me on LinkedIn: www.linkedin.com/in/joshcomrieSubscribe to the 2 Commas Journal to receive business insights and real exit lessons straight to your inbox http://bit.ly/422vb3oDownload "The Exit Factor: Sell your company for a life-changing sum" https://bit.ly/4oVJoJtVisit https://www.joshcomrie.com/ to see how I can help you on your business journey.
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1:15:44
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1:15:44
Symon Thurlow: We 4 X'd our earn-out! Here's how.
Symon Thurlow didn’t set out to sell his business — but when opportunity knocked, he took the deal and stayed on for seven more years. What followed wasn’t just a transition. It was a transformation.In this episode, we unpack what really happens when you scale a niche services business to $20M+, navigate an earnout with zero prep, and lead post-acquisition without losing your identity. From trusting your gut to learning the language of corporate, Symon’s story is proof that exits aren’t just about walking away — they’re about stepping into the next version of yourself.Whether you’re building a business, considering a sale, or already on the inside post-acquisition, this conversation offers grounded insights into navigating the long game.Follow me on LinkedIn: www.linkedin.com/in/joshcomrieSubscribe to the 2 Commas Journal to receive business insights and real exit lessons straight to your inbox http://bit.ly/422vb3oDownload "The Exit Factor: Sell your company for a life-changing sum" https://bit.ly/4oVJoJtVisit https://www.joshcomrie.com/ to see how I can help you on your business journey.
About 2 Commas: The $multi-million exit show with Josh Comrie
Welcome to 2 Commas: The $multi-million exit showI've spent over two decades helping founders scale their businesses and achieve successful, multimillion-dollar exits. I've also achieved this myself on multiple occasions. With my experience as an entrepreneur, advisor, and investor, I’ve had the privilege of guiding companies through the highs and lows of business growth and exit strategies.Each episode will bring you the previously untold stories of entrepreneurs who have successfully scaled and exited their businesses for seven-figure (2 comma's) plus returns. You’ll hear more about the journeys, challenges, and pivotal moments that led to these transformative exits. My goal is to inform and inspire founders who are looking to scale their ventures to seven, eight or nine figures and beyond.Follow me on LinkedIn: www.linkedin.com/in/joshcomrieDownload my e-book, "The Exit Factor" and sign up to receive the Business Growth Journal weekly: https://www.joshcomrie.com/the-exit-factor
Listen to 2 Commas: The $multi-million exit show with Josh Comrie, The Ramsey Show and many other podcasts from around the world with the radio.net app
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