“It’s been one interesting journey,” shoe designer Steve Madden (pictured here with designer Betsey Johnson) modestly says. The design virtuoso and business mogul is celebrating 25 years of footwear fame. In a little over two decades, Madden has become one of the most influential artists of his time, turning his $1,100 investment into a multi-billion dollar company. In the midst of a typical workday, brimming with excitement and murmurs of cognac-colored suede, Madden filled us in on the story behind the shoes we each knowingly have in our closet.
What’s your favorite memory from the last 25 years? My first store in SoHo. Selling my first pair of shoes was a wonderful memory. I remember they were a pair of brown suede ankle boots. I was so delighted that someone would come into a store with my name.
How does it feel when you see other people wearing your designs? That’s the greatest feeling of all. That’s better than money. I want to brag, but I keep my mouth quiet these days. Fifteen years ago, I would have told them the shoe was mine.
What made you pick up a pencil and start sketching in the first place? Honestly, I was just trying to pay the rent. I love what I do, but this is what I do to feed my family. I’m a shoemaker, a cobbler.
Did you have designers that you looked up to when starting out? I looked up to artists, moviemakers, actors and musicians more than shoe designers, such as Spike Lee and Peter O’Toole.
Describe the Steve Madden woman in three words. Confident. Feminine. Tasteful.
What Steve Madden shoe style best fits the Miami woman? I have a new style called the Slithur, which was inspired by my trips to Florida.
You boldly started your business little in your bank account. What advice would you give to current start-ups? Find the right people to help you. A lot of times guys like me are perfectionists and sometimes it can paralyze you.
How do you balance commercialism with creativity? It’s a total struggle. You want to stay current and take risks, but you also have to ring the register — it’s a challenging paradigm.
Rumor has it that you’re making a documentary…dish! Yes, it will be on my story. There’s a line in the Grateful Dead song, “Truckin,” that goes “Lately it occurs to me what a long, strange trip it’s been” and that sort of applies to me.
What are your plans for the next 25 years? I’m interested in growing, getting better and working on new platforms — literally and figuratively.
Favorite spot in Miami? I went to the University of Miami so I have a lot, but my favorite is my store in Aventura Mall.
Last show you binge watched? Bloodlines and Mad Men. I’m so sad that Don Draper character is gone.
What is your most cherished album? Songs in the Key of Life by Stevie Wonder.
How about your guilty pleasure? Listening to country music.
A little tidbit: I just about died when I learned that I had the opportunity to interview Steve Madden. He was witty, honest and absolutely hysterical. From our joint-love of Don Draper to his music quotes, I instantly understood why everyone can’t get enough of the successful shoe scion. As a growing writer, this interview took the cake.This article originally ran on Miami.com. -XO Jillian