Jamie Haller: Fashion Designer and Home Renovation Specialist

Second Life

Who What Wear

Clique Media, Female Founder, Entrepreneurship, Career Change, Career Pivot, Fashion & Beauty, Hillary Kerr, Personal Journals, Who What Wear, Clique, Career, Arts, Business, Careers, Second Life, Career Advice, Self-made, Entrepreneur, Mydomaine, Society & Culture

4.7 • 3K Ratings

🗓️ 8 December 2025

⏱️ 51 minutes

🔗️ Recording | iTunes | RSS

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Summary

Before Jamie Haller launched her namesake shoe and apparel brand, she worked behind the scenes in the fashion industry in corporate retail. In the 2000s, she designed pieces for big brands of the era like Wet Seal, Guess, and Bebe. After learning the ins and outs of fashion production at a macro level, Haller left the corporate world to work for smaller brands where she had more creative control over her work, allowing her to hone her style as a designer. During the pandemic, she wanted to venture outside of what she knew and landed in a different realm of design: home renovation. Her eye for fashion translated well in the world of interiors, allowing her to gain clients quickly and make a name for herself in the space. Haller’s love for trying new things also led her to a new category of fashion she hadn’t yet conquered: shoes. In 2020, she launched her namesake shoe line and released her now-famous penny loafer style that has become an everyday staple for countless fashion insiders. She later returned to her roots when she expanded into apparel with a line she created with women like her in mind. Today, she’s brought the many skills and talents she’s acquired over the years together with her first storefront in Montecito, California, where you can shop her brand in an intimate space she designed herself.

Transcript

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0:00.0	Hi everyone. I'm Hilary Kerr, the co-founder and chief content officer of Who What Where,
0:10.9	and this is Second Life, a podcast spotlighting women who have truly inspiring careers. We're talking
0:18.7	about their work journeys, what they've learned from the process of
0:22.1	setting aside their doubts or fears, and what happens when they embark on their second life.
0:28.1	Today on the show, I'm speaking with one of my personal favorite stew and apparel designers,
0:34.4	Jamie Haller. You probably know her from her eponymous brand, the Jamie Haller
0:39.9	Pennylovers in particular, have become an if-you-know-know-staple amongst the fashion crowd.
0:46.4	While Jamie's career did start in fashion, her first jobs were actually in corporate retail
0:51.0	at brands like Wet Seal, Guess,, and Beebe in the 2000s.
0:56.7	She eventually left the corporate world to share her vision with smaller brands that gave
1:00.4	her more creative control and freedom.
1:03.6	When the pandemic hit in 2020, Jamie was itching to try something new, and she found that her
1:08.8	taste and instincts lent themselves well to not one but
1:12.6	two new areas of design, home renovation, and shoes. Although she had no experience in either,
1:20.6	she quickly gained interior design clients and became a hitmaker in the shoe space. Last year,
1:26.6	Jamie expanded her brand to include apparel,
1:29.6	but the clothing she makes is a far cry from her corporate retail days. Today, everything Jamie
1:35.6	designs is created from a deeply personal place, and this year, she was able to bring her two worlds
1:41.7	closer together than ever with her first brick and mortar store
1:45.5	in Montecito, a space she designed herself where people can shop her brand. I love chatting with
1:53.1	Jamie and I can't wait for you to hear from her. Now on Second Life, it's Jamie Haller.
2:04.2	Jamie, thank you so much for doing this.
	...

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