From Amazon to $300k on Whatnot - How Kip Roland Built a Scalable Reselling Business

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In this episode, I sit down with Kip Roland to unpack his journey from a high school side hustle to becoming a full-time Amazon reseller then shifting to live selling on Whatnot with over $300k in Whatnot sales in history first 10 months
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Kip shares how his entrepreneurial instincts started early—customizing and selling shoes in a small town—and how that confidence carried into reselling during college. When COVID reshaped the marketplace, Kip leaned into opportunity, flipping items like sports cards and PlayStations on eBay before realizing the massive scale Amazon offered.

We dive deep into his transition from eBay to Amazon, why volume and buyer demand matter, and how online arbitrage became the foundation of his business. Kip explains how sourcing deals online, leveraging Amazon FBA, and tapping into reseller communities on Discord helped him learn faster and scale smarter.

Kip also breaks down the importance of finding the right niche, why community and shared leads accelerate growth, and the mindset shift required to leave a stable job and go all-in on reselling. If you’re curious about Amazon selling, online arbitrage, or turning reselling into a real business, this conversation offers a clear look at what it actually takes to make the leap.

DISCLAIMER: This video is for educational and entertainment purposes only and is not financial, business, or legal advice. Examples and strategies are for demonstration only and results are not guaranteed. Always conduct your own due diligence and comply with all applicable laws. We do not encourage duplication of copyrighted material or existing business assets. Ensure your use follows copyright and intellectual-property laws.

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