Meet Theresa Lennahan

We caught up with the brilliant and insightful Theresa Lennahan a few weeks ago and have shared our conversation below.

Theresa, we’re so excited for our community to get to know you and learn from your journey and the wisdom you’ve acquired over time. Let’s kick things off with a discussion on self-confidence and self-esteem. How did you develop yours?

Growing up, I wasn’t the kid that stood out. I was quiet and content to blend in. I had good grades and loved being creative, but none of that ever felt worthy of celebration or confidence.

Looking back, many things contributed to my childhood shyness and insecurity. But now, when I think of that little girl or look at my own confident 10-year-old daughter, it’s almost unimaginable that I was once a child without any self-belief. Today, I’m the co-founder of Little Sundays Studio, a creative agency led by women. I work with global brands, helping them carve out their place in the world, I help them grow and build connections with their audience. I lead teams, make decisions, and guide businesses, and I know for certain—no one would ever say I lack confidence now.

So, what changed? When did I change? Two key moments shaped my confidence: college and motherhood.

It wasn’t until I got to college, at FIT, that I started to feel a shift. Majoring in branding opened up my world in ways I’d never expected. It was like finding my superpower. I discovered my passion for branding, packaging, and visual storytelling, and for the first time, my creativity and my passion came together. It was there, in that space, that I began to feel like I had something truly special to offer the world. One of my professors, Sandy Krasovec, recognized that passion early on. She helped me shape my identity as a young designer, and when she believed in me, I started to believe in myself. That was the moment everything changed—I felt like I belonged, like I had value, and it was naturally confidence-building.

The second transformative moment was motherhood. Being a mother is humbling. You start with zero confidence because everything is new, and everything feels so foreign. But as my kids grew, so did I. My kids look to me for guidance, support, and answers. To be that person for them, I had to figure out what I believed in, what values I wanted to pass down, and in the process, I defined myself. The more I discovered who I was, the more my confidence flourished. Motherhood shaped me in ways I couldn’t have imagined, helping me to understand what truly matters. That clarity has been incredibly freeing, and it’s built my confidence in a way nothing else could.

I’ve built my confidence as a business owner, mother, and person by defining what’s important to me both personally and professionally. When you truly believe in something and work hard to nurture it—whether it’s your career or your family—you can’t help but gain confidence along the way. And when I think about that quiet, unsure little girl I used to be, I know she’d be proud of the woman I’ve become.

Thanks for sharing that. So, before we get any further into our conversation, can you tell our readers a bit about yourself and what you’re working on?

I co-founded Little Sunday’s Studio, a boutique creative agency that brings the quality of thought and attention to detail you’d expect from a big-name agency, with a more personal touch.

We bring 20 years of award-winning brand strategy and design expertise to the food, beverage, kids, beauty, and consumer product categories.

At LSS, we know that great design makes products fly off the shelves, we help mission-driven brands grow through thoughtful, world-class packaging, branding, and design.

But we’re more than just designers. Our superpower is seeing brands from multiple perspectives—as designers, strategists, and as busy moms shopping for our families. We shop at places like Wegmans, Target, Sephora, Whole Foods, and Walmart, so we know what appeals to women and families like ours. Every project blends strategy, design, and education to help brands reach new audiences and retailers while creating beautiful, meaningful connections with their audience.

We’ve seen time and time again how a thoughtful upgrade can transform a brand’s prospects and we love to partner with teams committed to creating high-quality products that make our lives, and our world, better.

Looking back, what do you think were the three qualities, skills, or areas of knowledge that were most impactful in your journey? What advice do you have for folks who are early in their journey in terms of how they can best develop or improve on these?

If I could offer one piece of advice to anyone starting their entrepreneurial journey, it’s this: you can’t do it all on your own. Surround yourself with a village of people who are just as invested in your success as you are. Asking for help isn’t a sign of failure—it’s how you’ll grow, learn faster, and overcome challenges.

1. Find resources for your personal growth: When you’re deep in building your business, having an outside perspective can be a game-changer. It helps you get unstuck and keeps you moving forward. We have an amazing coach, Katharine Campbell Hirst, who understands both our business and personal goals. She’s not just a coach, but a thought-partner, advisor, and cheerleader. Having someone like that by your side is essential.

2. Build your own community: Surround yourself with people on a similar path. They will become some of your closest friends—the ones you can be vulnerable with, share resources, learn from, and lean on. I have weekly check-ins with friends who are also growing their businesses, and it’s a space where we can talk about our challenges, share wins, and support each other through it all.

3. Lean on support at home: I couldn’t achieve my dreams without the support of my husband. He’s not just cheering me on—he steps in when I need extra help as a parent and wife. We share responsibilities, but when my business demands more of my time, he always makes sure things are taken care of. He understands that I can’t give 100% to everything all the time, and he’s truly my superhero. His support is a huge part of my success!

What has been your biggest area of growth or improvement in the past 12 months?

I’ve shared two pivotal moments that initially built my confidence, but in the past year, my confidence has skyrocketed. When you start a business, no matter how much experience you have, imposter syndrome is real—but it doesn’t define you. Building a business is as much about mindset as it is about skill. It’s about knowing you bring value to every room you’re in. What’s driven my confidence growth is simple: taking action. The only way to grow is by doing. Don’t hesitate or overthink it—once you start, you create space for learning and improvement. As I’ve learned and grown, my confidence has reached a whole new level.

Contact Info:

• Website: https://www.littlesundaysstudio.com
• Linkedin: https://www.linkedin.com/in/theresa-lennahan-117b9523/