Episode 834: Wednesday Weekly Win Breakthrough of the Year: How Chanelle Jefferson Built a Multiple 6-Figure Fine Art Business and Sold-Out Retreats in Portugal

Episode 834: Wednesday Weekly Win Breakthrough of the Year: How Chanelle Jefferson Built a Multiple 6-Figure Fine Art Business and Sold-Out Retreats in Portugal

Author: James Wedmore June 10, 2026 Duration: 53:29

Welcome to the Wednesday Weekly Win, our business breakthrough story series. Each week, we sit down with real entrepreneurs from our Business By Design community who are building digital businesses and creating results that once felt impossible.

Today, Jenni is live in the studio with none other than the Next Level "Breakthrough of the Year" winner, Chanelle Jefferson. Every year at Business by Design Live, a handful of finalists take the stage to share their massive transformations in a five-minute, TED-Talk-style presentation. The live audience votes, and Chanelle took home the top honor along with a $20,000 cash prize. Why? Because she completely revolutionized how artists sell their work, choosing to step off the exhausting, traditional hamster wheel of hoping and praying at gallery shows to build an incredibly intentional, highly profitable digital machine. 

Chanelle opens up about her raw journey from running a chaotic, all-consuming $300k service business with zero profit, zero structure, and a team member she had to babysit, to finding true alignment. She reveals how she looked her numbers in the eye, restructured her entire business model using the core principles of Business by Design, and built a sustainable, multiple six-figure ecosystem with a consistent 40% to 50% profit margin - plus so much more! 

This is another real story of clarity, momentum, and the breakthroughs that happen when you finally stop guessing and start following a proven path. From first digital products to 6-figure launches, to building audiences and scaling systems, every conversation reveals the mechanics of what actually creates growth in a digital business. Because when you see someone just a few steps ahead of what you're doing, something powerful happens.

James's biggest free training of the year is right around the corner… The Business Breakthrough Experience - and the first live training kicks off TOMORROW, June 11th. 

And leading up to it, we're creating even more opportunities for you to get the coaching, clarity, and momentum your business truly deserves.

We've been hosting a special series of live panels featuring incredible Digital CEOs—like Chanelle—who are in it, doing it, and ready to share what's actually working right now.

These aren't just sit-back-and-watch sessions…

You'll be able to join us live on Zoom, ask your questions, and get real-time coaching from experts who have been exactly where you are.

And the best way to make sure you don't miss a single one?

Register for The Business Breakthrough Experience.

You'll be the first to know about every panel, every opportunity to get coached, and every new Wednesday Weekly Win episode—so you can stay inspired, take action, and keep moving forward.

👉 Register here: www.businessbydesign.net/bbe

And be sure to tune in every Wednesday for another Digital CEO success story.

Because who knows…

By this time next year, we might just be sharing your story next.  

Want to go even deeper? Come hang out with me for a free Breakthrough Coaching session! I'll be sharing the exact exercises and audits you can use to coach yourself, and I'll even be bringing people on live to work through their biggest bottlenecks in real time. It's totally free to join, just head over to www.jameswedmore.com/breakthrough to check the session times and register to grab your spot. 

Snap a screenshot of the episode playing on your device, post it to your Instagram Stories and tag us, @jameswedmore, @jenniwedmore and @chanellejefferson_. We'd love to hear what resonated with you the most from this episode and especially what you want covered in future ones. 

In this episode you'll hear: 

  • How Chanelle rejected the old-school path of wine-and-cheese gallery nights to provide her fine art as a premium, digital-first service

  • The massive mindset shift that occurred when she realized she didn't actually own a business, she owned a "baby" that consumed her entire life

  • Chanelle's story of building an organic social media waitlist for her paintings that currently boasts over 90 eager buyers

  • How she filled her 8-person luxury retreat in Portugal a full year in advance in just seven days using an optimized waitlist, a 12-month payment plan, and strategic BBD sales page design tweaks

  • The foundational financial rule she lives by for hosting high-ticket retreats

  • A vulnerable breakthrough about how her chaotic, unpredictable business structure and how implementing BBD systems allowed her nervous system to finally breathe, step into leadership, and make business beautifully "boring" 

For full show notes and links, visit: www.mindyourbusinesspodcast.com/blog/834 


There's a common thread running through the stories of many entrepreneurs who feel stuck despite all their effort, a sense that the relentless hustle isn't yielding the results they envisioned. The Mind Your Business Podcast, hosted by seven-figure entrepreneur James Wedmore, digs into that very gap between effort and outcome. James operates from a conviction that lasting success is less about copying another person's tactics and more about cultivating the right internal foundations. He argues that mindset ultimately trumps strategy, that there's an essential magic beyond mere metrics, and that your core attitude dictates the effectiveness of your actions. Each episode serves as a practical dialogue aimed at untangling the complex web of entrepreneurial psychology, moving beyond superficial tips to explore how mental frameworks directly influence business decisions and growth. You'll hear candid reflections on shifting from scarcity to abundance, the role of intuition in data-driven environments, and how to lead with clarity instead of fear. This isn't about discarding hard work, but about aligning it with a purposeful and resilient perspective. For anyone building a venture, this podcast provides a necessary counterbalance to the conventional grind narrative, offering a space to reconsider what truly drives a sustainable and fulfilling business life. Tune in for conversations that reorient your focus from just managing a business to thoughtfully minding it.
Author: Language: English Episodes: 50

The Mind Your Business Podcast
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