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.

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• Jack on X: @jackinprogress
• David on X: @austriker27

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Website: https://underdogecom.com
Podcast: https://podcast.underdogecom.com

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.

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• Jack on X: @jackinprogress
• David on X: @austriker27

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🎧 More from Underdog Ecom:
Website: https://underdogecom.com
Podcast: https://podcast.underdogecom.com

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.

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💬 Join the Conversation:
• Jack on X: @jackinprogress
• David on X: @austriker27

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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.

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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

📩 Got feedback or topic ideas?
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🎧 More from Underdog Ecom:
Website: https://underdogecom.com
Podcast: https://podcast.underdogecom.com

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?
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🌎 Join the Underdog Ecom Community:
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🎧 More from Underdog Ecom:
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Podcast: https://podcast.underdogecom.com

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?
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🌎 Join the Underdog Ecom Community:
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🎧 More from Underdog Ecom:
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Podcast: https://podcast.underdogecom.com

In this episode, Jack and David dive into the financial ups and downs of running an ecom brand — from battling cash flow crunches and navigating debt traps to rethinking channel dependencies like wholesale. David shares his candid story of turning things around with a strategic line of credit, while both hosts explore emerging traffic sources and the real potential (and pitfalls) of TikTok Shop and YouTube for ecommerce.

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

In this episode, we dive into our recent experiments with Facebook bid caps—what’s working, what’s not, and all the frustrating in-betweens. From campaign structures to profitability tradeoffs and whether small brands like ours can really thrive with cost-controlled ad strategies, we break down what it’s really like trying to make Meta ads work when every dollar counts.

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

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.

📢 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 [email protected]

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

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.

📢 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 [email protected]

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

🎧 More from Underdog Ecom:
 Website: https://underdogecom.com
Podcast: https://podcast.underdogecom.com