How the Debbie Lewis Foundation Grew From a Trinidad Grandmother’s Kindness to Empower 400 Caribbean Youth and Families

Caribbean Collective Magazine
7 Min Read

In the quiet community of Mon Repos, Trinidad, a simple act of kindness sparked a three-generation legacy of service that now supports more than 400 youth and families across the Caribbean and in New York City.

What began with homemade bread and chicken sandwiches has grown into the Debbie Lewis Foundation, a nonprofit rooted in family, cultural pride and community empowerment.

A Legacy That Began With Showing Up

Long before the foundation was formally launched, its roots were planted by Debbie Lewis’ grandmother. She regularly visited a home for the elderly in San Fernando, Trinidad, bringing homemade bread, chana and chicken sandwiches. Though she died before her granddaughter was born, her example shaped the family’s values.

As a child, Lewis accompanied her mother on similar visits. She helped serve juice while adults distributed food. What stayed with her was not just the giving but the connection.

“That was when I understood that service is not only about what you bring, but that you show up,” she said. “Sometimes your presence is the greatest gift,” Lewis says. 

That early lesson became the foundation’s guiding principle: Service is as much about presence as provision.

[Additional Read: Meet the Two Women Who Are Reclaiming Caribbean Tourism through The Caribbean Green Book]

From “Kids of Today” to a Family-Centered Mission

In 2015, the organization began as “The Kids of Today, Our Future of Tomorrow,” focusing on mentoring children before negative influences took hold.

Over time, Lewis recognized that supporting children in isolation was not enough.

“You cannot uplift a child if the family is struggling,” she said. “When you strengthen the household, you change the trajectory of the child.”

In 2023, the organization relaunched, reflecting its expanded mission to support entire families while keeping youth development at the center.

Today, the foundation focuses on youth development, family support initiatives, cultural pride within the Caribbean community and community-based empowerment in Trinidad and New York City. Its mission is straightforward: to remind families that support still exists and that someone truly cares.

Cultural Pride and Leadership Matter

The foundation’s pillars — etiquette, leadership and cultural pride — are deeply influenced by Caribbean upbringing.

Respect, discipline and education were emphasized early in Lewis’ life. She believes many Caribbean youth today face modern pressures that previous generations did not encounter at the same scale, particularly within the diaspora.

“Our culture is not something to outgrow,” she said. “It is something to stand on.”

Through workshops, mentorship and community programming, the foundation works to reinforce self-worth, strengthen leadership skills and deepen pride in Caribbean identity while strengthening family bonds.

A Student Named Linda

Among the more than 400 individuals served, one encounter remains especially meaningful.

During a school visit in Trinidad, Lewis met a student named Linda. Linda arrived wearing flip-flops instead of the required uniform shoes, yet carried herself with confidence and respect.

“She had dignity,” Lewis said. “Even without the proper uniform, she showed up ready to learn.”

After speaking with teachers, the foundation learned more about Linda’s home situation. The organization provided a food hamper filled with cooking supplies, nonperishable food and household essentials, along with school supplies. The goal was not only to assist one child but to support the entire household.

“We did not just want to help her,” she said. “We wanted to lift the entire household.”

That moment reinforced the foundation’s philosophy that impact is strongest when families rise together.

Expanding Into New York City

New York City, home to one of the largest Caribbean populations in the United States, represents both opportunity and challenge.

Lewis migrated to the United States at 18 without a clear roadmap. Years later, as a mother, she witnessed the struggles facing first-generation Caribbean American children, including limited access to information about educational pathways, cultural identity challenges and systemic barriers affecting immigrant families.

“Families come here with dreams,” she said. “But dreams need direction and support.”

The foundation’s work in New York City focuses on providing guidance, resources and community support to families striving for stability and advancement.

Navigating Challenges With Resilience

Like many grassroots nonprofits, the foundation began with limited resources. Early programs were largely funded by Lewis with assistance from family, friends and community members. Supermarkets in Trinidad contributed matched donations, helping expand outreach.

Rising inflation required scaling back some international initiatives to maintain sustainability. Rather than pause its work, the organization adjusted its scope and prioritized fiscal responsibility.

“If the community builds it, the community will sustain it,” she said.

Looking ahead to 2026, the foundation plans to host community-based fundraisers to establish a more sustainable funding model.

Leadership and Legacy

Leading the Debbie Lewis Foundation transformed the founder’s life. She credits faith and resilience for guiding her journey after migrating to the United States.

Motherhood deepened that purpose. Her daughter, Enyasha, represents the continuation of a three-generation legacy of service. Several early birthdays were spent celebrating not only her own life but also with children in orphanages in Trinidad, reinforcing values of gratitude and compassion.

“This is not separate from who I am,” she said. “This foundation is my life’s work.”

Looking Ahead

The next phase includes expanding diaspora initiatives in New York City, hosting three community-based events in the coming year, continuing annual donations to two schools in Trinidad and strengthening family-centered programming.

The long-term vision is to become a trusted resource within Caribbean communities both at home and abroad.

Her message to young Caribbean women reflects the journey that began generations ago.

“Keep pushing, even when the path is unclear,” she said.  “There is a calling with your name on it.”

Three generations of giving demonstrate that legacy is not built overnight. It grows through faith, compassion and consistent acts of service — sometimes beginning with something as simple as a sandwich shared in love.

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