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

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Have you ever wondered what goes into a full rebrand and whether it’s really worth it? In this solo episode, I take you behind the scenes of eCommerceFuel’s rebranding journey, including why we did it, how much we spent, and what I wish I’d known before diving in. If you’ve been considering a brand refresh or are just curious about the ROI of design and messaging work, this one’s for you.

Listen in as I walk through the process of selecting a branding agency, navigating feedback and revisions, and rolling out our new visual identity across all touchpoints. I share honest reflections about the emotional and financial costs, how the project stretched our team, and what we’ve seen in terms of impact and engagement. Whether you’re team “never touch the logo” or all in on the power of brand, you’ll get a transparent look at the highs, lows, and learnings from this major milestone.

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

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What if your inventory could forecast itself—or your website merchandised itself based on who was browsing? This week, I’m joined by Drew Marconi, CEO and co-founder of Intelligems.io, to explore how AI is unlocking new ways for brands to manage forecasting, pricing, and marketing. If you’ve been curious about how AI can actually improve your margins (not just make cool images), you’ll want to tune in.

Listen in as Drew breaks down how AI is reshaping eCommerce, from hyper-personalized site experiences to margin-aware merchandising strategies. We also talk about the difference between forecasting for fashion versus CPG, why most brands are wasting money on acquisition, and how to build an AI foundation that works. Plus, Drew shares practical tips on how to start testing AI in your business—even if you’re skeptical.

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

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What happens when your business grows too fast and the demand suddenly vanishes? This week, I’m joined by Martina Brimmer, co-founder of Swift Industries, a premium bikepacking brand known for its exceptional design and creative culture. Martina shares how she dismantled her team, restructured operations, and found her creative spark again after the post-COVID contraction in the cycling industry.

Listen in as she talks through the high-stakes decision to downsize, the systems that made it possible, and how she rebuilt the business around brand, joy, and simplicity. We also explore the behind-the-scenes of running a two-person operation, the strategic shift to international manufacturing, and how community-building efforts like Swift Campout are fueling both loyalty and growth—even when the ROI isn’t easy to track.

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

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

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What happens after you sell the business you’ve spent over a decade building? In this episode, I’m joined by my longtime friend and returning guest Bill D’Alessandro, fresh off the sale of Natural Dog Company. Bill shares what it was like to finally exit after 12 years, how he’s thinking about investing his earnings, and why his next chapter might be his best one yet.

Listen in as we unpack Bill’s decision to divest a portfolio of brands and go all-in on one, how the acquisition unfolded, and why he’s now leading corporate development for a private equity-backed pet brand platform. We also dive into the psychological and strategic side of navigating a big liquidity event - from what he’s (not) spending money on to how he's thinking about investing, BDCs, real estate, and personal finance.

You can find show notes and more information by clicking here: https://bit.ly/43jiMtj

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

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