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September 16, 2025 37 mins

Entrepreneurship is rarely linear. It is full of resets, pivots, and unexpected lessons. The real challenge is not just growing a business but doing it in a way that reflects your values and leaves space for joy, family, and resilience.


In this episode of Avant-Garde Entrepreneur, Dr. Trisha Bailey is joined by Jennifer Ann Johnson, founder of True Fashionistas, business coach, podcast host, and author of the Amazon bestseller Grace and Grit: Becoming a Confident Entrepreneur. From her beginnings in a small Minnesota farm town to building Florida’s largest lifestyle resale store, Jennifer shares her story of resilience, reinvention, and the mindset shifts that helped her move through challenges with strength and confidence.


You will hear how Jennifer defines grace as living in alignment with who you want to be remembered as, and grit as the daily determination to keep going despite obstacles. She reveals her process for identifying core values, the importance of creating “pink spaces” in your calendar, and why assuming positive intent can transform both business and life.


Tune in and discover how to stop being your own harshest critic, live intentionally through your values, and build a business that is both sustainable and soul-aligned.


In this episode, you will learn:

Jennifer’s early journey from small-town roots to serial entrepreneur (04:00)

What a lifestyle resale store really is and why it matters for sustainability (06:40)

The meaning of grace and how it helps you live in alignment with your legacy (08:50)

Why grit is essential for pushing through obstacles and finishing what you start (12:40)

How to uncover and clarify your core values with practical questions (15:00)

Why values are dynamic and evolve (20:10)

What is a “pink space” and how to create it intentionally in your calendar (23:20)

The power of assuming positive intent in business and leadership (28:20)

Why laughter, fun, and family connection are cornerstones of resilience (30:30)

Jennifer’s “why” and how she models resilience for her children and community (34:10)


Connect with Jennifer Ann Johnson:

Website

LinkedIn

Instagram

Facebook

Listen to The Confident Entrepreneur podcast

Grace & Grit: Becoming a Confident Entrepreneur

True Fashionistas


Resources:

My new book! Mindset Matters

Quiz! What’s Your Social Entrepreneur Style?

Avant-garde Entrepreneur Academy Waitlist

Let’s Connect!

Website

LinkedIn


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