• Q4 Isn’t Just Black Friday: How We’re Actually Planning for the Biggest Quarter in Ecom
    Sep 17 2025

    Q4 is make-or-break for most brands, but it’s not just about Black Friday. In this episode, Jack and David share how they’re approaching Q4 strategy, from high-level planning and product angles to managing cash flow and staying sane during the chaos. If you're an operator in the trenches, this one’s for you.

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    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

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    Leave a comment or email us at underdogecom@gmail.com

    🌎 Join the Underdog Ecom Community:
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    🎧 More from Underdog Ecom:
    Website: https://underdogecom.com

    Podcast: https://podcast.underdogecom.com

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    47 mins
  • Capitalizing on Creativity: Mastering Business Operations
    Sep 3 2025

    In this episode of the Underdog Ecom Podcast, Jack and David dive into how creativity can be a form of capital, especially when you're cash-strapped. From pre-funding tactics and supplier negotiation tips to smart cash conversion cycle hacks, this one's all about doing more with less and making your creativity work like cash.

    📢 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

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    53 mins
  • How would we start over?
    Aug 20 2025

    If we could rewind the clock and start our ecom journeys over, what would we actually change? While far from experts, we've both been in the game for several years now, with the battle scars to prove it. In this episode, we dive into what we'd do differently if we could start it all again: from product and marketing choices to financial decisions and team-building lessons. Whether you're just starting out or deep in the grind, this one's packed with the kind of advice we wish someone gave us when we started.

    📢 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

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    38 mins
  • Bid Caps Are Working?
    Jul 31 2025

    Jack went all in on bid caps—and in this episode, we break down what’s actually happening inside the ad account. Are they finally working? David and Jack dig into the data, what’s changed, and what this could mean for other scrappy brands testing Meta ads.

    📢 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

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    38 mins
  • Our Most Valuable Apps!
    Jul 25 2025

    In this episode, we break down the apps we can’t live without—the ones that quietly power our stores and would leave us scrambling if they vanished. From managing finances to boosting conversions and staying sane operationally, we’re sharing our real MVPs. If you're feeling app fatigue and wondering what’s actually worth the cost, this one’s for you.

    📢 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

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    26 mins
  • Margin Focused Offers
    Jul 16 2025

    How do you run a sale that actually boosts your bottom line—and not just your stress levels? This week, we break down the thinking, execution, and outcomes of their latest sales strategies, including tiered discounts, gift card incentives, and how to track what actually worked. Real talk on margins, inventory, and learning by doing.

    📢 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

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    36 mins
  • Collabs
    Jul 1 2025

    This week, we dive deep into the power of collabs—brand, creator, and retail—and how they can drive growth without relying solely on paid ads. From custom merch drops to brand partnerships, they unpack their own wins, misses, and lessons learned trying to make collabs actually work.

    📢 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: @passportprodigy
    • 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

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    40 mins
  • Email Marketing
    Jun 23 2025

    Jack and David pull back the curtain on how they actually use email marketing inside their brands—what's working, what's not, and all the stuff they’ve stopped wasting time on. From flows and pop-ups to why copy matters more than design, it’s a real convo about figuring email out without overcomplicating it.

    📢 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: @passportprodigy
    • 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

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    29 mins