What will 2026 look like for eCommerce founders, investors, and operators? In this episode, I sit down with Bill D'Alessandro for our annual predictions, breaking down what we believe is coming next across AI, advertising, inflation, M&A, Bitcoin, and brand survival.

Listen in as we debate everything from AI-powered ad automation and rising CPCs to whether small lifestyle brands are headed for extinction. We also cover where the next real opportunities may lie, how founders should position themselves for volatility, and which long-term bets still make sense heading into 2026.

You can find show notes and more information by clicking here: https://bit.ly/4oI6EJE

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How accurate were our eCommerce predictions of 2025 and which ones completely missed the mark? In this episode, I sit down with longtime friend of the show and industry heavyweight Bill D'Alessandro. Bill returns to help dissect the biggest themes that shaped 2025 — from tariffs and consumer pockets to platform shifts and advertising pressure.

You'll learn how global sourcing shifts reshaped margins, why affluent consumers and specific product categories powered through the chaos, and what rising ad auction competitiveness means for every eCommerce business. We also dive into emerging trends like GEO ("SEO for AI"), the real cracks showing in Google's dominance, shifting offshoring models, and Amazon's evolving two-tier ecosystem.

You can find show notes and more information by clicking here: https://tinyurl.com/4hd995np

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What happens when months of experiments, mistakes, and unexpected wins all pile up at once? In this solo episode, I'm sharing an honest behind-the-scenes look at what I've been building, breaking, automating, and learning across ECF and my own personal workflow.

Listen in as I talk through replacing (and not replacing) a key team member, how AI is reshaping assistant work, and what went wrong with a recent developer hire. I also share the story behind a new branded video project and explain why hardware security keys are becoming essential for anyone running a digital business.

You can find show notes and more information by clicking here: https://bit.ly/3XLfw69

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What happens when your entire business is built around one hero product—and it suddenly blows up after a surprise shout-out from Joe Rogan? In this episode, Paul Jackson, co-founder of Animalhouse Fitness and inventor of MonkeyFeet, joins me to share the wild ride of bootstrapping a viral fitness brand.

Listen in as Paul breaks down the design and evolution of MonkeyFeet, the unexpected surge that followed Joe Rogan's mention, and the operational challenges of growing a one-SKU fitness brand. He also shares the realities of navigating tough market conditions, evaluating Amazon strategically, and pushing forward with new product innovation.

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

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What does it take to scale a 50-year-old family business built around vintage Ford Broncos? In this episode, I sit down with Walt Wimmer, CEO of TOMS OFFROAD, to talk about transforming a passion project into a thriving eCommerce brand serving classic car enthusiasts around the world.

Listen in as Walt shares how he balances heritage and innovation - from managing thousands of SKUs and global manufacturing partners to designing a transparent compensation structure that keeps his 36-person team motivated. We also dive into customer service, marketing in a competitive niche, and how TOMS OFFROAD continues to grow while staying true to its roots.

You can find show notes and more information by clicking here: https://bit.ly/3Xk02Wv

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Is Pinterest the most overlooked ad platform in eCommerce right now? In this episode, I sit down with Kate Ahl, founder of SimplePinMedia.com, to talk about how Pinterest is quietly delivering strong returns for brands that understand how to use it—and why it's far more than a place for DIY boards and recipes.

Listen in as Kate explains how Pinterest actually works as a search engine for inspiration, what brands often get wrong when running ads, and how to design campaigns that convert. She also shares insights on attribution timelines, AI-powered creative tools, and how eCommerce businesses in visually driven niches can leverage Pinterest for sustainable growth.

You can find show notes and more information by clicking here: https://bit.ly/3JJ44o6

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From real estate tax strategies to custom guest books to leaky ice maker lines, this episode covers it all. Today I'm riding solo to share why—despite all the horror stories—I decided to launch my first Airbnb and how I'm approaching it like any other high-performing business owner.

Listen in as I break down the full setup process, including sourcing a trustworthy co-host, AI-assisted marketing, home automation tools, and the long-term vision behind the property. You'll also hear why this project is about more than ROI, as well as why a physical, branded experience can be just as satisfying to build as a digital business.

You can find show notes and more information by clicking here: https://bit.ly/3WYBr9r

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Feeling behind on AI? You're not alone. With new tools launching almost daily, it's easy to get overwhelmed—or worse, stuck in inaction. But if you're running a 7- or 8-figure brand, understanding how to integrate AI into your business is no longer optional. So in this solo episode, I'm diving deep into how to effectively leverage AI in your business.

Listen in as I share why having a clear roadmap and getting personally involved in your AI journey is essential. You'll also hear why automation should start with repetitive, back-office tasks and expand into personalized workflows that can scale without sacrificing quality. With the rapid evolution of tools and technologies, this is my honest take on what matters, what's noise, and where you should be focusing your time.

You can find show notes and more information by clicking here: https://bit.ly/470LaSK

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From lessons on leadership and scaling strategies to an incredible talk about vulnerability as an entrepreneur, this year's ECF Live had it all. In this episode, I'm joined by longtime co-host and community member Bill D'Alessandro to recap our 10th annual event—this time hosted in Bozeman, Montana.

Listen in as we share standout talks, reflect on the energy and evolution of the ECF community, and laugh our way through some unexpected moments (including the hardest speaker slot in history). From deeply vulnerable founder stories to breakout sessions on automation, international hiring, and leadership, we unpack the highlights from this year's ECF Live and look at what's ahead for 2026.

You can find show notes and more information by clicking here: https://bit.ly/4n4nxNK

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Ever feel like life keeps throwing curveballs just when you think you're caught up? In this solo episode, I reflect on the emotional aftermath of ECF Live in Bozeman and share how I'm wrestling with priorities in a world that never seems to slow down.

Listen in as I explore how to triage time as a founder, walk through the five core responsibilities of a CEO, and open up about scheduling challenges, mental load, and the tension between aspiration and reality. From honest reflections on burnout to practical tips for intentional planning, this is a vulnerable, tactical look at what it means to lead with clarity, even when life gets chaotic.

You can find show notes and more information by clicking here: https://bit.ly/474sr7H

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

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