Underdog Ecom Podcast Podcast By Jack Oswald & David Lindahl cover art

Underdog Ecom Podcast

Underdog Ecom Podcast

By: 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© Underdog Ecom Economics Marketing Marketing & Sales
Episodes
  • The Hidden Costs of Free Returns

    The Hidden Costs of Free Returns
    Mar 6 2026

    In this episode, we dive into the "hidden underside" of ecommerce: the messy world of returns and reverse logistics. They get real about moving away from "free unlimited returns," the pros and cons of return software like Freight and Redo, and why analyzing return rates at the product level is a game-changer for your bottom line.


    📢 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 underdogecom@gmail.com


    🌎 Join the Underdog Ecom Community:

    Apply here → underdogecom.com


    🎧 More from Underdog Ecom:

    Website: https://underdogecom.com

    Podcast: https://podcast.underdogecom.com
    Show more Show less
    36 mins
  • AI in E-commerce: Beyond the Hype with Claude

    AI in E-commerce: Beyond the Hype with Claude
    Feb 26 2026

    In this episode, we dive deep into our recent obsession with Claude and how we’re moving beyond the standard AI hype to build actual utility for our e-commerce brands. From automating Klaviyo reporting and analyzing P&Ls to managing local Shopify theme files, we share how we’re using these new tools to act as a "co-founder on steroids" while navigating the thin line between genuine efficiency and productive procrastination.


    📢 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 underdogecom@gmail.com


    🌎 Join the Underdog Ecom Community:
    Apply here → underdogecom.com

    🎧 More from Underdog Ecom:
    Website: https://underdogecom.com
    Podcast: https://podcast.underdogecom.com
    Show more Show less
    45 mins
  • Should You Run Ads or Grow Organically?

    Should You Run Ads or Grow Organically?
    Feb 20 2026

    In this episode, we dive into a hot debate of whether to focus on paid ads or organic growth, sharing our personal experiences with the highs and lows of both strategies. We discuss the dangers of ad dependency, the shifting landscape of social algorithms, and why finding a hybrid approach is often the key to building a sustainable e-commerce brand.


    📢 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 underdogecom@gmail.com

    🌎 Join the Underdog Ecom Community:
    Apply here → underdogecom.com

    🎧 More from Underdog Ecom:
    Website: https://underdogecom.com
    Podcast: https://podcast.underdogecom.com
    Show more Show less
    34 mins
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