An Interview with Michele Cosentino

An inspiring journey of motherhood, creativity, reinvention, and building a brand alongside her children.

For Michele, a Westport mom of two, that journey has been anything but linear — shifting from graphic design to fashion design, rediscovering creativity through tennis, and eventually building a small-batch vintage-inspired tennis dress brand with her children.

  1. HOW OLD ARE YOUR KIDS AND HOW LONG HAVE YOU LIVED IN WESTPORT?

    I have two kids. Uzi is a 14-year-old young man entering Staples High School in Westport, and Wallis is a 10-year-old girl at The Southport School. We moved to Westport in 2012 from the city.

  2. HOW DID YOU END UP WHERE YOU ARE NOW IN TERMS OF YOUR JOB?

    Before having children, I worked as a graphic designer for 15 years in the beauty and fashion industry.
During my first pregnancy, I asked myself — how can I tell this child to “be anything he wants to be” when I’m not who I want to be?
    That question changed everything.

    I enrolled in night school and, 3.5 years later, earned a Fashion Design degree from Parsons. At age 38, I was a mother of one and an intern at Proenza Schouler. I briefly launched my own maternity collection while pregnant with my daughter before returning to graphic design as a VP for a former boss.

    After moving to Connecticut, I commuted to NYC for two years until I was laid off — and that became a turning point.
My daughter was phasing out of naps, my son was failing first grade, and eventually all three of us were diagnosed with dyslexia. We switched schools, renovated a farmhouse, and I picked up tennis for the first time as an adult.

    Learning tennis was humbling, but it connected me with incredible people and gave me a sense of team for the first time in my life. I’ve always collected vintage sewing patterns, so I started updating old tennis dress designs from the ’70s and ’80s just for fun — wearing them on court, designing a team logo, and eventually printing fabrics with custom patterns.

    Then Covid happened.
Life slowed down, and creativity became a bright spot in an otherwise isolated time. As I homeschooled my daughter, we did endless crafts and hands-on projects — and soon I found myself making more and more tennis dresses.

    A group of women at Birchwood Country Club asked me to make uniforms for the tennis team. That’s how The Birchy was born — a 70s-inspired white tennis dress with navy trim, a patched pocket, and a waist tie.

    But I wanted more than a dress — I wanted a story.

    While teaching my kids entrepreneurship, we set up an LLC through LegalZoom, filed trademarks, sourced fabrics, chose trims, built moodboards, designed logos, learned Adobe Illustrator, did a photoshoot on a friend’s tennis court, and built a Squarespace website together.

    We created a business plan, pitched it to my husband (now our investor!), and manufactured a small batch of vintage-inspired tennis dresses.

    Now, we’re learning marketing, sales, and meeting as many tennis players as possible through pop-ups — keeping expectations low, going slow, and focusing on joy and curiosity.

    Fingers crossed for Top Banana's future.

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