From Finance to Fashion: Jocelyn Gailliot’s Journey to Co-Founding Tuckernuck

Inspiring a Generation of Creative Female Entrepreneurs

Jocelyn Gailliot is a name that resonates with many in the world of creative entrepreneurship. As a co-founder of Tuckernuck, a beloved lifestyle brand known for its curated collections and authentic connection with its customers, Jocelyn has become a beacon of inspiration for female entrepreneurs everywhere. Her journey from a childhood steeped in entrepreneurial ventures to leading a successful, multi-generational brand is a testament to the power of resilience, creativity, and unwavering commitment to one’s vision.

early life and influence

Jocelyn’s entrepreneurial spirit was nurtured from a young age, thanks to her family’s influence. “My brother and I were always starting little businesses,” she recalls. “We did everything from painting flip-flops to running kids clubs and lemonade stands. Watching our parents build businesses, we absorbed the highs and lows of entrepreneurship. It became part of our DNA.” Growing up in Georgetown, Jocelyn and her brother were partners in numerous ventures. “We were all over the mean streets of Georgetown,” she says with a smile. “We had every business you could imagine, and to us, it was so much fun.” This early exposure to business and the support of entrepreneurial parents laid a strong foundation for her future endeavors.

the birth of tuckernuck

The idea for Tuckernuck was born out of a desire to create an online space where customers could discover unique, stylish brands that offered more than just fashion. “We wanted to capture the essence of those carefree New England summers and the incredible boutiques we visited,” Jocelyn explains. Together with her sister Maddie and Maddie’s best friend from Penn, September, Jocelyn launched Tuckernuck in 2013.

from finance to fashion

Before venturing into fashion, Jocelyn spent eight years in finance, an experience she credits as a crucial learning period. “Investment banking gave me a solid understanding of business fundamentals and what drives success,” she says. However, the corporate world left her yearning for something more personal and fulfilling. “I felt unfulfilled giving other people money to build their dreams. I wanted to be that entrepreneur following my passion.”

navigation early challenges

The early days of Tuckernuck were filled with challenges and setbacks. Jocelyn and her co-founders faced numerous rejections and financial hurdles. “We almost went bankrupt several times,” she admits. “But those challenges forced us to truly understand our customer and adapt to their needs.” Jocelyn’s ability to pivot and remain humble was key to Tuckernuck’s survival and growth.

A pivotal moment came when the brand Barbour took a chance on Tuckernuck. Jocelyn recounts the lengths they went to secure this partnership, including staging a store in her parents’ garage to convince Barbour of their legitimacy. “That brand gave us the credibility to start becoming a real company,” she says. This tenacity and creativity in overcoming obstacles are hallmarks of Jocelyn’s entrepreneurial journey.

building trust & authenticity

A cornerstone of Tuckernuck’s success has been its authentic connection with customers. “We always wanted to be a trusted, safe place for our customers,” Jocelyn notes. This authenticity extends to their marketing approach, using real people as models long before it became a trend. “We didn’t have the budget for professional models, so we used real, relatable people, which resonated deeply with our audience.”

growth & expansion

Despite initial plans for rapid growth, Tuckernuck’s journey has been marked by patience and steady progress. “We had dreams of a billion-dollar valuation within three years, but reality required us to build slowly, with a lot of grit and little money,” Jocelyn reflects. Today, Tuckernuck boasts 150 full-time employees, with plans to expand its brick-and-mortar presence in key markets like New York City, Dallas, and Chicago.

innovative product development

Jocelyn’s passion for creating products that meet her customers’ needs is evident in Tuckernuck’s diverse offerings. From athleisure inspired by her love of tennis to practical, wipeable tabletop items, each product is designed with the busy, modern woman in mind. “We want to make her life easier and more stylish,” Jocelyn says. The development of these products often stems from Jocelyn’s personal experiences and the needs she identifies in her daily life. For instance, the tabletop collection was inspired by the desire to create beautiful, yet practical, settings for her family’s nightly dinners during the COVID-19 pandemic.

“We wanted to capture the essence of those carefree New England summers and the incredible boutiques we visited.”

customer centric approach

Understanding and listening to the customer has always been at the heart of Tuckernuck’s strategy. “Our customer is our biggest inspiration,” Jocelyn states. “Whether she’s a busy working mom or a full-time mom, we aim to provide products that fit seamlessly into her lifestyle.” This customer-centric approach extends to their new VIP program, which focuses on loyalty through exceptional products and experiences rather than just discounts.

collaborations & community

Collaborations have played a significant role in Tuckernuck’s growth. Jocelyn highlights the success of partnerships with influencers and other brands, which have helped expand their reach and enhance their product offerings. “Cross-collaborating with brands and designers who have great taste is something we love,” she says. “It’s about creating dream collections that resonate with our customers.”

practical entrepreneur advice

For aspiring female entrepreneurs, Jocelyn’s journey offers several practical lessons. One key piece of advice is to remain patient and adaptable. “We had to be patient and continue to adapt,” she says. Jocelyn also emphasizes the importance of building strong relationships, particularly with banks and other financial institutions. Her strategic approach to securing a line of credit early on was crucial to Tuckernuck’s growth. Jocelyn’s story also underscores the importance of authenticity and staying true to one’s vision. “Everything we put out there is so authentic to us,” she says. This authenticity has helped Tuckernuck build a loyal customer base and stand out in a crowded market.

looking towards the future

As Tuckernuck looks to the future, Jocelyn remains committed to maintaining the brand’s authenticity and connection with customers. “We want to continue being that trusted source for our customers, providing inspiration and beautiful products that fit their lives,” she says. Expansion plans include new store locations and ongoing product innovation to meet the evolving needs of their loyal customer base.

Jocelyn Gailliot’s journey is a testament to the power of perseverance, authenticity, and a deep understanding of one’s customer. Her story provides invaluable lessons for creative female entrepreneurs looking to build their own successful ventures. From embracing early challenges to fostering genuine connections and continuously innovating, Jocelyn’s path with Tuckernuck offers a blueprint for entrepreneurial success. For female entrepreneurs, Jocelyn’s advice is clear: “Stay patient, stay humble, and always listen to your customer. Your authenticity and passion will set you apart and drive your success.” Jocelyn Gailliot is not just a successful entrepreneur; she is a role model for women everywhere, proving that with determination and a clear vision, anything is possible.