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September 16, 2025 31 mins

Do you ever feel like, despite your success, something is missing or you haven’t quite “arrived”? It’s not as uncommon among women entrepreneurs as you think.

Jennifer Holaday built a solid, profitable custom window treatment business with a great reputation. Yet, for a long time, she felt capped. Instead of being stuck because of failure, she was stuck because of her own success and the cautious mindset that came with it.

In this episode of She Thinks Big, Jennifer opens up about the pivotal moments that helped her break through her limitations, stop playing it safe, and take courageous leaps of faith so she could reach the next level. Through her experience, you’ll see how true growth happens when you invest in yourself and your vision with decisiveness, not after you feel "ready."

2:53 – Jennifer’s introduction and the moment she realized she was stuck

7:12 – How receiving coaching is like learning a new language and vocabulary

9:33 – Decisiveness and a willingness to pivot as vital to being a CEO

11:09 – How Jennifer’s dream of a showroom came together more quickly than she expected

17:15 – Attracting the ideal client by having the ideal business for that client

20:38 – Why confidence is a benefit that comes after taking a big leap

22:47 – The impact of surrounding yourself with other successful women

25:29 – Jennifer’s expertise and what she offers ideal interior design clients 


Connect with Jennifer Holaday

Jennifer Holaday is the founder and CEO of the Nashville-based Brave Maggie Designs, a window-treatment resource that serves as a tribute to her grandmother, Margaret White. With a dedication to sewing instilled in her by Margaret, she brings a rich history of craftsmanship and a keen eye for detail to every project.

Her journey in the realm of textiles stretches over 15 years of crafting custom curtains, drapery, and shades for homeowners and interior designers. It’s a path that led to proud moments in 2023 when her creations received two 1st place accolades in design and fabrication at the prestigious IWCE-VISION Design & Workroom Competition. Another 1st place award followed in 2024.

Jennifer brings more than just expertise; she promises a journey of transformation that turns spaces into statements and houses into homes.

Brave Maggie Designs | Instagram | Facebook | Pinterest 

Window Treatment Pricing Guide


Mentioned In Decision Diaries: How Decisiveness Changed Jennifer Holaday’s Business

She Thinks Big by Andrea Liebross

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Activator is a half-day intensive that helps high-performing women like you get out of strategy limbo and into smart, efficient action fast. We'll reverse engineer your next chapter with clear goals, a custom roadmap, and simplified priority so you can gain traction. 

Get in the next Activator Intensive at andrealiebross.com/activator, so you can leap, not just step, toward making that vision a reality.

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