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Second Life

Alyssa Wasko Stein: Founder and Designer of Donni

Second Life

Second Life

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

🗓️ 30 June 2025

⏱️ 60 minutes

🧾️ Download transcript

Summary

Alyssa Wasko Stein is the founder and designer of Los Angeles–based womenswear brand Donni. Stein has had entrepreneurial tendencies since childhood, but she didn’t always know her love of fashion would take her down the designer path. She studied a different part of the fashion industry (retailing and consumer sciences) and secured a coveted internship in Chanel’s visual merchandising department during college. But after her father’s passing at the beginning of her sophomore year, Stein sought out a creative outlet for her grief. She began handmaking and selling scarves, naming the business Donni Charm after her father, Donald. Stein slowly grew her side business while continuing to work at Chanel after graduating, but after some early wholesale success, she decided to focus on Donni Charm full-time. She moved operations to Los Angeles and rebranded to simply Donni. Most significantly, though, she stumbled into designing ready-to-wear clothing, as she wanted specific pieces to style with her scarves. While Stein had no prior clothing design experience, it came naturally to her, and she surprised herself with a full line of 30 SKUs within four weeks, laying the groundwork for the Donni we know and love today.

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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, and this is Second Life, a podcast spotlighting women who have truly inspiring careers. We're talking about their work journeys, what they've learned from the process

0:21.9

of setting aside their doubts or fears, and what happens when they embark on their second life.

0:27.7

Today on the show, I'm chatting with the founder of the chic, Los Angeles-based women's wear brand,

0:33.1

Donnie, the one and only, Alyssa Wasco Stein. Alyssa is truly the definition of an entrepreneur.

0:40.3

As a child, she found ways to make money in her community,

0:44.3

like selling water bottles to festival goers in Denver,

0:47.3

and launching a handbag business at the age of nine.

0:50.3

She later studied retailing and consumer sciences in college and secured an impressive

0:56.2

summer internship at Chanel, which turned into a full-time visual merchandising job after graduation.

1:03.5

But in her sophomore year of college, Alyssa's life changed immensely with the tragic passing

1:08.5

of her father. Alyssa channeled her grief into creativity,

1:12.6

founding Donnie Charms, a scarf business named after her father, Donald. She made and sold the

1:18.8

scarves by hand, eventually gaining enough traction to secure a major wholesale order and

1:24.8

began manufacturing. Alyssa continued to grow Donnie Charms while working full-time at Chanel,

1:31.1

eventually leaving the storied brand to dedicate herself to her fledgling business.

1:36.6

Over the years, the brand underwent significant changes, moving operations to Los Angeles,

1:41.6

rebranding as simply Donnie, and, more importantly, expanding into ready-to-wear,

1:47.3

despite Alyssa having no experience designing clothing. She obviously has a knack for it, though,

1:52.9

because she went from a scarf business to a clothing business with almost 30 skews in a matter

1:58.7

of four weeks.

2:05.4

Alyssa is incredibly resilient, and I can't wait for you to hear from her today.

2:10.8

Now, on Second Life, it's Alyssa Wasco Stein.

...

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