In this inspiring episode of How’d She Do That, Emily sits down with the effortlessly chic and incredibly driven Diana LoMonaco, the founder and creative visionary behind Classic Six, a timeless clothing brand redefining capsule wardrobes. Diana shares her unexpected journey from working in fashion magazines to creating her own brand rooted in versatility, quality, and simplicity.

Listeners will hear the story behind the name “Classic Six,” the highs and lows of launching a fashion startup, and the intentionality Diana brings to everything from fabric selection to customer experience. She opens up about managing business growth, maintaining a strong brand identity, and the value of timeless design in a world of fast fashion.

Whether you’re a fashion enthusiast, an aspiring entrepreneur, or simply someone seeking inspiration to pursue your own dreams, this episode is filled with wisdom, warmth, and a behind-the-scenes look at what it really takes to build a beloved brand from scratch.

Episode Highlights:

How Diana’s career path took a sharp and exciting turn toward entrepreneurship
The moment she realized there was a gap in the market for versatile, quality staples
What “Classic Six” really means—and why it resonates with so many women
The challenges (and joys!) of building a business during uncertain times
Diana’s advice for women looking to take their next bold step

Connect with Diana:

Website: classicsixny.com
Instagram: @classicsixny

243. Building Classic Six: Diana LoMonaco on Creating a Capsule Wardrobe Brand

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