News & Updates
Read inspiring stories, programme updates, and community highlights from one2one Cayman. See how mentoring is making a difference across the Cayman Islands.

Support the One2One School Bag Project – Help Us Set Students Up for Success!
Every August, as part of our One2One Mentoring Programme, we equip over 90 young people with everything they need to start the school year prepared, confident, and ready to succeed. Through our School Bag Project, each student receives a high-quality, school-ready bag filled with all the essential tools to support their learning journey.

Mentor Spotlight: A Dynamic Duo That Does It All
If there’s one match that embodies enthusiasm, dedication, and team spirit, it’s Elisa and Teagan. Since the start of their mentoring journey, this incredible pair has approached every challenge with heart and a healthy dose of competitive energy!

Going the Distance: Naro Zimmerman Runs the Jersey City Marathon for one2one
At one2one Cayman, we often talk about champions; people who go above and beyond to uplift our youth, advocate for our mission, and spread the power of mentorship. This quarter, we’re proud to shine a spotlight on one such champion: Naro Zimmerman.
On April 13th, 2025, Naro laced up his running shoes and took on the Jersey City Marathon. But this was more than just a race for Naro. It was a personal mission: to raise awareness and funds for the cause that remains close to his heart, one2one Cayman.

Running with Purpose: RBC Race for the Kids 2025
What a morning! On Sunday, April 27th, more than 700 enthusiastic participants gathered at the starting line for the RBC Race for the Kids 5K Walk/Run—and this year, it was extra special.
For the first time ever, one2one Cayman was the sole beneficiary of this incredible event, and the outpouring of support from the community was nothing short of inspiring.

A Morning of Celebration: Honouring Our Mentors and Milestones
On April 5th, 2025, the one2one Cayman family gathered to celebrate something truly special; the people at the heart of our mission: our Mentors.
Hosted in a spirit of gratitude and fellowship, the event brought together 20 dedicated mentors, 5 committed board members, and several community partners, all united by a shared passion for empowering Cayman’s youth. It was a joyful, heartfelt occasion to reflect on the incredible progress we’ve made together over the past year.

Building Strong Foundations: Why Developmental Assets Matter in Mentoring
At one2one Cayman, we believe that every young person has the potential to thrive when they are surrounded by the right support, opportunities, and relationships. That’s why we are grounded in research and best practices that guide our work, including the Search Institute’s Developmental Assets Framework.
But what exactly are Developmental Assets, and why do they matter in mentoring?

Why Mentoring Matters: The Power of Connection
In a world that can feel overwhelming and disconnected, mentoring offers something deeply human—presence. It’s not about having all the answers, but about consistently showing up. At one2one, we believe that when a caring adult takes the time to truly listen and support a young person, it creates a ripple effect—one that can shift the trajectory of a life, a family, and even a community.
Mentors aren’t superheroes. They’re people who choose to stand beside someone through uncertainty, growth, and change. And that simple act of showing up? It’s powerful. It says, you matter.

Introducing Our Inaugural Quarterly Newsletter
Welcome to the first issue of our official one2one newsletter! Formerly known as Big Brothers Big Sisters of the Cayman Islands, we’ve embraced a new name with the same heart—committed to building meaningful mentoring relationships that support children, youth, and young parents across our islands. From one-on-one guidance to group programs, we’re here to help every young person thrive.