Another edition of Maria Pinto’s Spotlight Series, In Her Own Words, is here. Each month, we feature the dynamic, stylish, and powerful women who inspire us daily. This month’s spotlight features – Kathleen Caliento; President & CEO of Cara Collective, a Chicago-based nonprofit that helps people experiencing poverty get back to work and reclaim their purpose.
What was your path to getting where you are today?
My experience as the child of Haitian immigrants has shaped my sense of justice, grit, and joy - and it’s played an immense role in where I am today. I am moved by issues of equity, access, and opportunity, and my through-line has always been helping people find their potential and rise. My journey through education reform and economic mobility led me right to Cara Collective, where I get to live that mission every day.
How do you create a work-life balance for yourself?
I don’t believe in perfect balance, but I do believe in intentionality. I plan fiercely so I can be present, whether I’m leading a board retreat or cheering at a swim meet. I try to carve out time for fitness, books, and good food. And because I have a tendency to over-plan, I also have to be just as intentional about rest.
What do you love and appreciate about being a woman?
I love our ability to hold complexity - power and softness, ambition and empathy, strategy and soul. The challenge? Being underestimated or expected to do it all, often with fewer resources. This is even more pronounced for women of color. But we rise. And we lift others as we do.
What brings you joy?
My daughter and the time we spend together. Catching up with friends. Movement and meaningful conversations. The opening notes of a live musical. Watching someone ring the bell at Cara to celebrate getting a job.
Kathleen is wearing the Sirene Jacket, Makiko Top, and the Sen Skirt in Sunstone, styled with jewelry from our Chicago boutique.
How would you describe your personal style?
Classic with an edge. I like strong silhouettes and bold colors. I’m originally from New York City, so I used to live in black. Over time, I’ve learned to embrace color - and Maria Pinto has helped me do that with elegance and confidence.
What is important to you when it comes to buying clothing?
Fit, quality, and function. I’m tall, so tailoring and length really matter. I travel often, so wrinkle-resistance is gold. And as a nonprofit CEO, I need my wardrobe to multitask like I do. Bonus points for clothes that feel good, do good, and spark joy.
How do you take care of yourself?
I’ve recently returned to two things I love: running (I’m an eight-time marathoner!) and playing my guitar. I spend as much time as I can with family and friends, and I treasure moments of connection over a bite or a beverage. I’m also working on improving my sleep habits - and protecting my peace.
What wisdom would you tell your younger self?
You are incredibly valuable in every room you enter. Know your worth - and fight for it.
Katheen is wearing the Reefer Coat and Zadie Pant in Cargo, and the Junko Top in Ino.
If you could live anywhere (and money is no object), where would you choose?
I love Chicago and my roots in New York City. But j’adore Paris. I’d love to live there. Or somewhere in Italy. Or Spain. You get the idea: many places, many lives, much inspiration.
Best gift you ever received?
My daughter, Mia. She changed my heart, my hustle, and my entire sense of what’s possible - and what’s truly important.
Best piece of advice you've ever received?
Best advice: Don’t shrink or sell yourself short to make someone else feel better.
What are some of your favorite features about the Maria Pinto collections?
The tailoring. The fabrics. The way every piece feels like it was made to move through life with you - whether you’re commanding a room or dancing in your kitchen. I love that Maria is committed to creating wearable, seamless clothes for real women with real lives.
Kathleen is wearing the Sachi Coat in Denim and the Python Belt in Black.
Kathleen is wearing the Makiko Top and Sen Skirt in Sunstone, as well as the Junko Top in Ino and the Zadie Pant in Cargo.
Photo Credit: Special thanks to Ana Miyares for the stunning photography.