
Women in Luxury: Stacey Bendet, CEO and founder of Alice + Olivia
As Alice + Olivia celebrates 25 years in business, we sit down with the founder and CEO to discuss her career highs, lows and biggest lessons
Many CEOs and founders talk about lightbulb moments. Whether it’s something someone said to them, or an experience they endured, these moments can often be the catalyst for change. Stacey Bendet, founder and CEO of womenswear brand Alice + Olivia, can recall hers vividly. “I once went to an introduction series for working or interning at a bank. I was late so I decided to rollerblade to the interview. I was wearing a long floral dress, rollerblades, and a fur coat. When I walked in, everyone was in suits and [looked] so conservative. As I was taking off my rollerblades, I just thought this is not my world, and this is not my life.
“There was something about that moment; this visual representation of how different I was and how differently I felt in that room. I just knew that I had to do something that was more creative.”
That rollerblade moment was certainly the catalyst for Bendet to eschew her finance aspirations in favour of fashion design, beginning with a pair of trousers. Her first signature product, launched in 2002, was the Olivia: a low-rise, wide-leg trouser designed to elongating the fleg or an uber-flattering silhouette. It caught the attention of investors and buyers, and transformed what was a simple clothing line into a multi-million-dollar global lifestyle empire – and nearly 25 years on, Bendet remains the CEO.

Stacey Bendet

Alice + Olivia
Now famous for its vibrant trousers, whimsical party dresses, and a wardrobe that blends contemporary sophistication with femininity, Alice + Olivia has not only disrupted the American womenswear world, but the international fashion scene. With a momentous anniversary on the horizon – and a business that has, against all odds, not only survived but thrived – makes Bendet reflective. “I think that for so long, clothes and companies were run by men making products for women. I definitely think that there’s still an imbalance, but there’s been a shift in providing more opportunities for women and embracing a woman’s voice in fashion and luxury.
“It’s not necessarily companies that have created the change; society as a whole has adapted things like the ability for women to freeze their eggs so they are not running to get married and leave [their career], and Zoom becoming culturally acceptable so that women can work from home on certain days. All these things have allowed more flexibility so that women can be in the workforce and be mothers if they choose.”
Here, we sit down to discuss building a business from the ground up, having the confidence to branch out on her own, and her hopes for the future.
As a little girl, I remember staring into these beautiful glass cabinets my grandmother had. Filled with porcelain miniature dolls and ballgown dresses, hoping that one day I could make beautiful dresses like that. My father, grandfather, and great-grandfather all worked in the lace business, and I was bound by fabrics and lace my entire childhood. I loved to get even the smallest scraps and make them into dresses for my dolls.
I went to the University of Pennsylvania and, while there, my entire world was surrounded by people who were just eager to get into business, finance, law, and medicine. There was a minute where I just thought that that was the path for me too.
It took a little bit of time before I realised that I was going to start designing pants. I designed websites for two years in the interim, but there was always something that I had to create, I had to build and loved making things.
I think that there are challenges at all parts of your career. In the beginning, it’s really the identity, knowing who you are, knowing what you want to make, and really carving out a place for your product, whatever that may be. I think, looking back, I wish I had established more of a brand identity, but I really believed that every brand at the time had to start with a signature product. I still believe this today when I’m talking to young designers and startup brands; you need to know what that one item is that you’re going to be known for. At the time for Alice + Olivia, it was the Olivia pant. We were going to make this pant in different materials, patterns and colors. Every time someone said Alice + Olivia, I wanted people to go, ‘I love their pants’. To this day, I think that’s a signature part of the brand.

Stacey Bendet

Alice + Olivia
My day starts with yoga and a long walk near Central Park. I love being in my office, working with my design teams, and my embellishment and fabric teams. The best nights are when I do my family dinners twice a week. My children bring several of their friends, and we just create these beautiful, special evenings together. If I’m going to go out after dinner, I love to go get drinks somewhere downtown with friends.
When we opened our store on Madison Avenue and realising that I had a store on Madison Avenue. I felt this again when we reopened the expanded Madison Avenue store and realising that we weren’t just a store on Madison, but we were a staple.
I think Covid was one of the hardest times I’ve ever been through in business because no one was wearing work clothes, no one was wearing party dresses, no one was even wearing pants! I’ve learned over the many years of running a business that you take those hard times to make the changes that are harder to make during the good times. So, when things are tough, you can look at every single one of your departments and every single one of your teams, and you can force changes that may be more difficult to push forward during the good times.
When you’re a creative person, your work is your life, and your life is your work. I’d be lying if I said I ever really turned off. I try to take breaks, I try to do yoga, I try to do things that make me less constantly on. At the end of the day, I work a lot and I love what I do, so for me, it doesn’t really always feel like work.
I do a lot of yoga. I like doing lymphatic massages. I do [a lot of] wellness, things like healthy eating, taking long walks, different types of exercise. I love getting facials and doing different things like peptide treatments. I also love a strong margarita!
My daughters are my inspiration. Back in the day, I had mentors, but today my daughters literally inspire me on a day-to-day basis.

Stacey Bendet

Alice + Olivia
Patience. Vision. The ability to inspire those around you.
I think the landscape for women has changed in that there is so much more opportunity. The work landscape really has changed because of the way society has changed in creating more opportunities for women and companies being run by women. For example, at Alice + Olivia, we have created an environment where women can have a balance. They can have children and a career. We’ve worked really hard over the years to create an environment that allows for that, meaning you can make it to school meetings, and you can work from home certain days.
It’s also the world and companies being more understanding of what needs to happen to maintain women, to keep women in the workplace and to allow them to be able to be both parents and executives.
Yes! I think that women want to continue their careers. I think there was a period in fashion where women literally would have children and stop working. I even vividly remember being asked if I was still going to work after I got engaged to my husband. I was so offended. I was like, ‘Wait, I have a big company. What do you mean?’
To take moments to really appreciate what I had built and be a little more nostalgic and proud. I think that my whole life and career, I’ve always felt like I have to do more, to build more and make more. I would tell my younger self to be a little easier on herself and to celebrate what she has created. I think that women are often such perfectionists. We want to be everything to everyone. Sometimes you must give yourself a little leniency.
I give every woman the same advice: find something that you love to do and make it your job and your job will never feel like work.
Visit aliceandolivia.com
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