What happens when one of the most powerful voices in eCommerce sits down for an unfiltered conversation? In this episode, I’m joined by Bobby Morrison, Chief Revenue Officer at Shopify. With decades of experience at the intersection of tech and commerce, he offers a rare inside look at how Shopify is evolving in a world where competition is fierce, margins are tight, and AI is changing everything.

Listen in as we cover the rising pressures facing merchants - from macroeconomic shifts to fee hikes from Amazon, Google, and Meta - and how Shopify plans to help entrepreneurs fight back. Bobby shares insights into the future of AI in eCommerce, the vision behind Sidekick and AI-first work culture at Shopify, and how the platform is navigating marketplace dynamics, brand control, and Plus pricing. We also talk Shop Pay, trade-offs in checkout UX, and the company’s stance on being both infrastructure and a branded touchpoint.

You can find show notes and more information by clicking here: https://bit.ly/4mruUzt

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What happens when two car lovers bet on themselves—and win? In this episode, I’m joined by Amy and Dan Snyder of SPE Motorsport, the husband-and-wife team turning heads in the Ford performance world. From building their first parts in a garage to developing carbon fiber manifolds and launching a new classic-meets-modern car sales brand, their journey is one of grit, innovation, and a whole lot of horsepower.

Listen in as we talk about the early days of SPE, how Dan taught himself CAD from scratch, and how a risky lease turned into a game-changing move. We also dive into the mindset shifts that helped them scale from $30K to $500K per month, what it took to develop their signature Coyote Carbon Fiber Intake Manifold, and how they're blending iconic cars like the GT40 and Cobra with modern drivability. If you’ve ever dreamed of turning a passion into a thriving business, this episode is for you.

You can find show notes and more information by clicking here: https://bit.ly/4lgmnxG

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What happens when your business hits a wall and the people who helped build it are no longer aligned with where it needs to go? In this episode, I’m joined by Taylor Holiday, CEO of Common Thread Collective, who gets candid about one of the most pivotal seasons in his company’s history. 

Listen in as we talk about the difficult transition from an employee-focused to a customer-centric model, how Taylor updated CTC’s values and mission, and the surprising results of that cultural reset. Taylor also shares how he evaluates performance today, how he stays prolific with content, and what lessons he’s carrying forward as a CEO and father.

You can find show notes and more information by clicking here: https://bit.ly/45u6mP8

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Is Reddit the most overlooked - and potentially most powerful - marketing platform for eCommerce brands today? This week, I’m joined by my friend Danny Kirk, founder of ReddiReach, to explore the high-risk, high-reward nature of Reddit marketing, why it's different from any other platform, and how generative AI is reshaping how people find and trust brands. 

Listen in as we talk about how to market on Reddit without getting roasted, how LLMs are changing search and discovery (and what you can do about it), and why Danny’s company is betting big on GEO - Generative Engine Optimization. We also dive into Danny’s philosophy on productivity, managing team growth, and choosing the right business size for your goals. If you’ve ever wondered how to build a fulfilling business that doesn’t eat your life, this one’s for you.

You can find show notes and more information by clicking here: https://bit.ly/4fbdgwS

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After selling the business he built over 12 years, what’s next for Bill D’Alessandro? In this episode, Andrew reconnects with Bill, longtime friend, returning guest, and co-host of Acquisitions Anonymous, to talk about life post-exit, the unexpected challenges of newfound freedom, and how he’s thinking about AI, identity, and investing in today’s wild market.

They also chat about the blurred lines between personal and entrepreneurial success, dealing with changing relationships after wealth, and whether using AI versions of yourself is a smart move or just plain creepy.

You can find show notes and more information by clicking here: https://bit.ly/3TTVAfB

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What happens when you press pause on business as usual and take a family gap year instead? In this special episode, I’m joined by my wife, Annie, who shares the mic with me for the first time as we reflect on the past 10 months of travel, family time, and life outside the usual grind. From the decision to leave home to what we’ve learned along the way, this conversation is a peek behind the curtain into the most transformational year of our lives.

Listen in as we talk about the highs and lows of planning and living a gap year, how we structured our businesses to make it possible, and what it’s been like to work through marriage, parenting, and travel together. We also chat about building a family culture, why we’re rethinking our relationship with “home,” and what we hope to carry forward from this season of intentional living.

You can find show notes and more information by clicking here: https://bit.ly/4nSYgYy

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What’s the most effective way to grow your brand when traditional marketing gets harder and harder? This week, I’m sharing one of the most overlooked but highest-ROI strategies in eCommerce: partnerships. Whether you’re launching a product, building a community, or just trying to break through the noise, this episode will help you think differently about how to get attention.

Listen in as I share why partnerships are more important than ever, how to identify the best opportunities, and mistakes to avoid. I’ll also talk about lessons from our most fruitful collaborations (like our new partnership with the Operators podcast) and how to build long-term relationships that really move the needle.

You can find show notes and more information by clicking here: https://bit.ly/44RX8fh

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What does it take for a city lawyer to transform into a bison rancher in the heart of the picturesque Bridger Mountains? In this rerun episode, I’m joined by Matt Skoglund of North Bridger Bison, who made that very leap. He shares his remarkable transition from urban legal practice to managing a thriving bison ranch, rooted deeply in sustainable and ethical practices.

Listen in as we discuss the intricacies of field harvesting, the economic dynamics of ranch management, and sustainable practices in bison ranching. You'll hear about Matt's personal journey from lawyer to rancher, his deep connection to land conservation, and the impact of environmental stewardship on food quality. We also take a trip into the field to witness the bison harvesting process in action, so don't miss this one-of-a-kind episode!

You can find show notes and more information by clicking here: https://bit.ly/443cOgv

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How do you breathe new life into a stagnant business? In this fan-favorite rerun episode, I’m joined by Chris Rose, President of Gunner.com, to talk about how he helped transform a complacent brand into a thriving, premium business. Specializing in high-quality, American-made dog kennels, Chris shares how understanding customer lifetime value and focusing on high-impact priorities can breathe new energy into a business.

Listen in as we dive into the benefits of U.S. manufacturing, the challenges of scaling through paid ads, and why staying selective with retail partnerships is key to long-term brand health. Whether you’re running a legacy brand or just trying to get out of a rut, this conversation is packed with real-world insights on leadership, strategy, and premium positioning.

You can find show notes and more information by clicking here: https://bit.ly/44xlo79

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Have you ever wondered how to pull off a team retreat that’s actually fun, productive, and builds real connection? After years of trial and error, I’ve finally found a rhythm that works. In this episode, I break down exactly how we designed our recent team retreat in Mexico City, what made it a success, and some of the biggest mistakes I’ve made in the past (think: go-karts and back injuries).

Listen in as I walk through our retreat schedule—from soaking in cliffside hot springs and taking a taco tour to having deep team conversations about AI and productivity. I talk about why your primary focus should not be productivity (even if that’s tough as a founder), why food tours are criminally underrated, and how one cocktail mixing class turned into the most memorable night of the trip. I’ll also share how I prep both myself and the team before the retreat, who I think should get an invite, and why renting an Airbnb beats hotel conference rooms every time.

You can find show notes and more information by clicking here: https://bit.ly/4ldEMfg

Interested in our Private Community for 7-Figure Store Owners?  Learn more here.  

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