In Episode 12, Jack and David dive deep into the gritty reality of shipping—comparing in-house fulfillment vs. 3PLs. They unpack their personal setups, the hidden costs, control trade-offs, horror stories, and why neither path is as simple as it seems. Whether you're taping boxes in your garage or ready to outsource, this convo hits home.

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In this episode, we dive into the "Profit First" mindset; what it is, why it’s hard to implement in the unpredictable cash-hungry world of ecom, and how it’s helped us along the way. From frozen Amex cards to tax surprises, we explore how to manage cash flow when inventory eats your capital, and what it takes to build a business that funds itself - without chasing vanity revenue.

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In this episode, we unpack why product—not just ads—is at the heart of everything. From launch cadence and customer feedback to staying on-brand (or not), we share what’s been working, what hasn’t, and how we’re both thinking about product development heading into the next stage of our brands. A practical, honest chat from two founders still figuring it out.

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I​​n Episode 9 (wow, how did we get here already!), we’re getting real about Meta ads: the good, the bad, and the painfully expensive. We talk through what’s working (finally), what’s not, and all the messy lessons we’ve learned running our own ad accounts without big budgets or fancy agencies.

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In this episode, Jack and David go deep on the real behind-the-scenes of product design, sourcing, and packaging—when you don’t have a big team or massive budgets. From hiring designers to leveraging suppliers, and from poly mailers to box regrets, this one’s packed with practical tips for scrappy founders figuring it out as they go.

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From pro tennis tours to Pacific Northwest pop-ups—Jack and David share how they stumbled into the world of e-commerce and built their brands from scratch. In this episode, they dive into the unexpected twists, early mistakes, and the wins that shaped their journeys, all while keeping it real about what it actually takes to build something from nothing.

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In this episode, Jack picks David’s brain on all things B2B and wholesale—from getting stocked in REI and airport gift shops to building a Shopify-powered wholesale channel from scratch. They dive into tools like Faire, SparkLayer, and Trunk, discuss margins, outreach tactics, and what makes wholesale a viable (and sometimes brutal) growth lever for DTC brands. Plus, a quick detour into how new AI tools are shaking up creative workflows and initial ecom community reactions.

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In this one, David breaks down how he pulled off a mystery box sale to move excess inventory—VA hacks, ops chaos, and way better ROAS than expected. Jack’s deep in stockouts throughout a sale, wrestling with whether to open up pre-orders… We get into the real trade-offs of crowdfunding, cash flow pressure, and why sometimes it’s better to just wait—even when customers are begging to buy.

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🌎 Join the Underdog Ecom Community:
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🎧 More from Underdog Ecom:
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