From Rock Bottom to Radiant: The Power of Choosing Yourself with Leslie Jespersen

The Hidden Entrepreneur Show with Josh Cary

What does it really take to rebuild your life when everything falls apart... twice? Leslie Jespersen knows. In this raw and revealing conversation, Leslie shares how hitting two very different rock bottoms forced her to confront her deepest fears, rewrite her story, and finally step into her power.

This isn’t your typical confidence pep talk. It’s a truth-packed episode for ambitious women, and anyone ready to stop waiting for permission and start living boldly. Whether you're stuck in survival mode or on the verge of your next level, Leslie’s story will inspire you to choose better, even when it's messy.

Plus, we explore her upcoming event, Leveled Up Live, a one-of-a-kind experience in Nashville that fuses business, energetics, and embodiment to help you claim the life you're meant to live.

What You’ll Learn in This Episode

What Rock Bottom Really Looks Like – And how Leslie climbed her way out twice, with grit, grace, and the willingness to grow.

The Confidence Myth – Why confidence isn’t a starting point, but a result and how small daily steps can lead you back to your strength.

Why Waiting for Permission is Keeping You Stuck – Leslie's powerful reminder that you already have everything you need. No more freebie downloads.

The Power of Spiritual Grounding – How breathwork, gratitude, and self-awareness helped Leslie find clarity and calm amidst the chaos.

Redefining “Business Conference” – Why Leveled Up Live is more than an event, it's a full-body reset for ambitious women.

How to Stop Playing Small – The moment Leslie stepped into her calling (and how someone else saw it before she did).

Fear Isn’t the Enemy – How to move forward in spite of it and why others are waiting for you to shine so they know it’s safe to do the same.

Memorable Quotes

“There are people 10 times worse than you doing the thing you’re too scared to try. You already have everything you need.” – Leslie Jespersen

“You know what you’re here to do, you’re just scared to do it.” – Josh Cary

“I was just waiting for bedtime so I could crawl in the fetal position and cry. But then one day, I didn’t feel that bad.” – Leslie Jespersen

“We need people in our corner who see what we’re afraid to admit we want.” – Leslie Jespersen

About Leveled Up Live

Taking place in Nashville this November 2025, Leveled Up Live is the immersive experience for ambitious women ready to blend business strategy with soul-level transformation. It’s not a conference... it’s a full-body shift. If you're craving clarity, community, and the courage to go bigger, this is where you’ll find it.

Speakers. Breathwork. Chakra-clearing dance parties. Real connections. Real change. Get ready to move differently.