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Underdog Ecom Podcast
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Underdog Ecom Podcast

Author: Jack Oswald & David Lindahl

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🚀 Welcome to the Underdog Ecom Podcast—the raw, unfiltered podcast for ecommerce founders actually in the trenches.

Tired of the same 9-figure guru success stories? We’re talking real highs, lows, and struggles of running an underdog ecommerce brand—from cash flow crunches to ad meltdowns and everything in between.

🔥 What You’ll Get:
- Honest conversations about building a brand without venture capital.
- What’s working (and what’s not) in DTC, Amazon, and wholesale.
- The latest industry shifts
- No fluff, no filters—just real talk from founders figuring it out in real-time.

💡 Whether you’re starting out or scaling past 7 figures, Underdog Ecom is here to share, inspire, and help you grow.

Subscribe now and join the conversation! #UnderdogEcom #EcommercePodcast #DTC
47 Episodes
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In this episode, we unpack our biggest takeaways from the Beanstalk e-commerce conference, exploring why massive DTC brands are doubling down on high-touch, in-person customer experiences to stand out in an increasingly automated world. We discuss how smaller operations can leverage these same community-building "superpowers" to generate deep brand loyalty without needing a massive budget. Finally, we review Meta's new AI personal agent, Muse, and share strategies for avoiding the trap of "false productivity" when integrating AI tools into your daily e-commerce workflow.📢 Enjoyed the episode?Thanks for listening! Leave a review on your favorite podcast platform and share it with fellow ecom founders! Your support helps us keep it real.💬 Join the Conversation:• Jack on X: @jackinprogress• David on X: @austriker27📩 Got feedback or topic ideas?Leave a comment or email us at [email protected]🌎 Join the Underdog Ecom Community:Apply here → underdogecom.com🎧 More from Underdog Ecom:Website: https://underdogecom.comPodcast: https://podcast.underdogecom.com
In this episode, we break down Judge.me’s brand-new, ultra-cheap email marketing platform and discuss whether its bare-bones features are actually worth ditching Klaviyo. We also share our recent experiences running in-person pop-up shops, from collaborating with micro-creators in New York to testing high-AOV "buy more, save more" offers at the booth. Finally, we explore the untapped potential of taking e-commerce brands on the road and systemizing physical sales channels.   📢 Enjoyed the episode?Thanks for listening! Leave a review on your favorite podcast platform and share it with fellow ecom founders! Your support helps us keep it real.💬 Join the Conversation:• Jack on X: @jackinprogress• David on X: @austriker27📩 Got feedback or topic ideas?Leave a comment or email us at [email protected]🌎 Join the Underdog Ecom Community:Apply here → underdogecom.com🎧 More from Underdog Ecom:Website: https://underdogecom.comPodcast: https://podcast.underdogecom.com
In this episode, we dive into the frustrating realities of product development and debate the tricky balance of focusing on product design versus pushing the gas pedal on customer acquisition through organic content. We also brainstorm promotional ideas for upcoming local pop-up events and tackle the ultimate ecom founder question: would we ever sell our brands for a massive payout, and what would we do next? Finally, we wrap up by marveling at a hilariously simple viral website that managed to generate over $94,000 in just 48 hours - oh the wonderful world of selling online!📢 Enjoyed the episode?Thanks for listening! Leave a review on your favorite podcast platform and share it with fellow ecom founders! Your support helps us keep it real.💬 Join the Conversation:• Jack on X: @jackinprogress• David on X: @austriker27📩 Got feedback or topic ideas?Leave a comment or email us at [email protected]🌎 Join the Underdog Ecom Community:Apply here → underdogecom.com🎧 More from Underdog Ecom:Website: https://underdogecom.comPodcast: https://podcast.underdogecom.com
In this episode, we break down the grind of staying consistent with social media content and how leaning into a single compelling story led to a viral hit with over 700,000 views on Threads. We also dive into the messy but rewarding world of TikTok Shop, sharing our real, scrappy insights on running discounts, tagging products in videos, and ditching perfectionism to drive sales for our brands. If you are tired of the constant content hamster wheel or trying to figure out a new sales channel, we are sharing exactly what is working for us right now.📢 Enjoyed the episode?Thanks for listening! Leave a review on your favorite podcast platform and share it with fellow ecom founders! Your support helps us keep it real.💬 Join the Conversation:• Jack on X: @jackinprogress• David on X: @austriker27📩 Got feedback or topic ideas?Leave a comment or email us at [email protected]🌎 Join the Underdog Ecom Community:Apply here → underdogecom.com🎧 More from Underdog Ecom:Website: https://underdogecom.comPodcast: https://podcast.underdogecom.com
Summer Drops & Demand

Summer Drops & Demand

2026-08-2037:42

This week, we're unpacking the real impact of our summer drops and how pushing new products is helping us bounce back from recent cash flow struggles. We also dive deep into email deliverability mistakes, the challenge of warming up new domains, and a few scrappy engagement strategies to boost your sender reputation. Finally, we weigh the pros and cons of wholesale consignment and tease our upcoming in-person pop-ups.  📢 Enjoyed the episode?Thanks for listening! Leave a review on your favorite podcast platform and share it with fellow ecom founders! Your support helps us keep it real.💬 Join the Conversation:• Jack on X: @jackinprogress• David on X: @austriker27📩 Got feedback or topic ideas?Leave a comment or email us at [email protected]🌎 Join the Underdog Ecom Community:Apply here → underdogecom.com🎧 More from Underdog Ecom:Website: https://underdogecom.comPodcast: https://podcast.underdogecom.com
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