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Leaders in Business: Making Millions Selling Jewelery Online with Rachel Winston
Episode 16914th September 2026 • The Big Picture Blueprint: Navigating Land, Real Estate, and Business Success • Dan Haberkost & Mason McDonald
00:00:00 00:52:11

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In this episode, we sit down with Rachel Winson, owner of 888 Antiques and Design Wares, to talk about how she turned a struggling business into a multimillion-dollar live selling operation. After more than 20 years in estate liquidation, Rachel gave Whatnot a try despite having no livestreaming experience or social media presence. What started as an experiment quickly took off, growing from around $100,000–$150,000 in yearly revenue to more than $800,000 in her first year on the platform and close to $3 million just a few years later.

Rachel shares how listening to her customers led her from selling estate jewelry to manufacturing her own sterling silver and natural gemstone pieces. She talks about working with overseas factories, dealing with changing silver prices and tariffs, and why trust and strong relationships are so important in the jewelry business. She also explains why growing revenue doesn’t always mean making more money and why she would rather build a lean, sustainable company than grow too fast.

Rachel also shares one of her biggest recent failures: spending weeks preparing for an in-person event that turned out to be completely wrong for her audience. Instead of trying to force it to work, she packed up early and went back to what she knew worked. It became a simple but important business lesson: try new things, pay attention to what the results are telling you, and don’t be afraid to walk away when something isn’t working.

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Key Topics:

-How live selling turned a struggling business into a multimillion-dollar operation

-Why listening directly to customers can lead to better products

-How trust and strong relationships matter when working with manufacturers

-Why more revenue does not always mean more profit

-How staying lean can help a business grow more sustainably

-Why knowing your audience matters more than simply reaching more people

-How learning to cut your losses can save you from an even bigger mistake

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Connect With Us:

https://linktr.ee/thebigpictureblueprint

Connect With Rachel Winson:

Website: https://888antiques.com/

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