The annual parent-child building trip to Portland Cottage, Jamaica, in partnership with Food for the Poor (FFTP), is more than just a service trip—it’s a chance to make a lasting impact while strengthening family bonds, forging new friendships, and contributing to a meaningful cause. For over two decades, Ruppert founder Craig Ruppert and former president Chris Davitt have worked alongside FFTP to build hundreds of homes and schools, leaving an enduring legacy in underserved communities across Jamaica.
Beyond construction, our commitment to systemic change continues through mentorship and job training programs, ensuring the community thrives long after the physical work is done. These trips create deep connections and memories that last a lifetime, profoundly shaping each participant’s perspective on service and community.
A Personal Journey of Service and Growth
Kate McCabe, Ruppert’s Event Manager, attended this year’s trip with her daughter, Ada (pictured right). Having previously attended with her daughter Ellen, she plans to bring her son, Boden, next year—giving each of her children the opportunity to experience this transformative journey.
“My favorite part of the trip is the quiet mind I gain in the service of others. In a world so easily divided, the camaraderie among trip-goers, FFTP staff, and the local community creates a safe haven centered on a shared goal and busy hands.”
She continued, “Watching each of my kids step out of their comfort zone and rise to the occasion is a source of great pride and satisfaction. My daughter’s experience on this trip gave her a broader perspective on community, joy, need, and service. She connected with peers from other schools in a way that is rare in the digital age.”
Although FFTP is historically a Catholic organization, this trip is fully interfaith and inclusive of all backgrounds, including those who do not identify with a particular faith.
“The biggest common denominator of this trip is the bond formed through joyful service and humility. It’s also an incredible opportunity to see the inner workings of a long-standing international aid organization—it truly combats compassion fatigue!”
Returning to Serve Again
Christina Divelbliss, Administrative Assistant at Ruppert Grows, attended the trip for the second time this year. Last year, she was joined by her son, Tyler (pictured right alongside Craig Ruppert).
“I returned because I saw firsthand the incredible impact that can be made when people work together to help others. The experience was life-changing not only for the families in the Portland Cottage community but also for me.”
Reflecting on the personal growth the trip inspired, she said, “I gained a greater sense of purpose and empathy, witnessing the power of community and collaboration while also gaining new perspectives that deepened my appreciation for the impact we can have on others’ lives.”
When asked why she would encourage others to participate, Christina shared, “This trip offers a unique opportunity to make a tangible difference in people’s lives while building meaningful connections. It opens your eyes to the challenges others face and the incredible impact that a collective effort can have.”
A Journey That Stays With You
Each year, this trip serves as a powerful reminder of the importance of service, connection, and humility. It’s an opportunity to step outside of daily routines, gain new perspectives, and witness the profound impact of kindness and hard work. We’re grateful to our employees, their families, and Food for the Poor for making this experience possible, and we look forward to continuing this tradition of giving back.