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What does it really take to stay at the top of your game for more than two decades?

This is the question I explored in this week’s episode of The Aligned Female Entrepreneur with none other than Vermont’s own Jen Kahn, a jewelry artist whose work has become a household name both locally and nationally.

If you’ve ever admired bold, beautiful statement jewelry in Vermont boutiques or Anthropologie stores across the country, you’ve probably come across Jen’s work. For more than 20 years, Jen has not only created stunning pieces but has also built a thriving business rooted in artistry, resilience, and reinvention.

From Twist of Fate to Timeless Brand
Jen never set out to become a jewelry artist. In fact, she studied English before a twist of fate led her into jewelry-making. What started as curiosity quickly grew into a calling—and eventually into a business that has sustained her for over two decades.

Her story is a powerful reminder that our paths don’t always unfold the way we imagine. Sometimes the wrong turn becomes the exact doorway into our purpose.

Lessons in Entrepreneurship + Longevity
In our conversation, Jen shared her insights on what it really takes to grow and sustain a business over decades. Here are a few of the highlights:

• Start small, then scale: Whether you’re creating art, products, or services, the key is to start where you are and grow with intention.
• Evolve your brand: Staying relevant means being willing to shift, adapt, and reinvent while staying true to your core vision.
• Motherhood + entrepreneurship: Jen shares candidly about the juggle of raising children while running a thriving business.
• Hire before you’re ready: Learning when (and how) to ask for help has been essential for her growth.
• Step into your Queen Era: Your 40s can be a time of stepping into deeper confidence, authority, and grace in both life and business.

Inspiration for Every Entrepreneur
Whether you’re an artist, a coach, or a service-based entrepreneur, Jen’s story offers timeless lessons in creativity, courage, and commitment. Building a business that lasts is not about overnight success—it’s about consistency, evolution, and staying connected to your deeper why.

Listen to the full episode HERE.

Jen’s journey reminds us that building something beautiful takes time, courage, and the willingness to evolve. And it’s exactly this kind of long-term vision that we nurture inside The Aligned Female Entrepreneur. 

Don’t forget to subscribe to The Aligned Female Entrepreneur Podcast for more episodes that will help you grow your business and deepen your personal + professional mastery. 

As always, if you have questions, feedback, or ah-ha’s, we LOVE hearing from you! Email us at info@krissyleonard.com or send me a DM over on Instagram at @xokrissyleonard.