FutureMe Cayman

The lifestyle-led
career mapping app

FutureMe Cayman, is a dynamic career pathways app board from the 2025 Tech Futures Week Hackathon Challenge developed in partnerships with The Cayman Islands Computer Science Society (CICSS), WORC Labour and Demand Unit, and Enterprise Cayman. The platform is designed to help young adults (ages 18–25) and Caymanian career changers chart meaningful futures by starting with what matters most: their dreams. Rather than asking users to choose a career first and hope the lifestyle follows, this lifestyle-led career mapping app flips the model.

By combining real local job market data, cost-of-living insights, and economic trends, FutureMe Cayman offers a simple, personalised way to explore available opportunities, understand the qualifications required, and evaluate the projected quality-of-life outcomes connected to each path.

This is the future of career discovery: personal, intuitive, and built to empower Caymanian talent!

Project Partners

Project Management & Growth

Product Developers

Project Partner & Leadership

FutureMe Cayman is a collaborative initiative delivered through the combined efforts of our project partners, bringing together programme delivery, technical development, and labour market insight. Enterprise Cayman and the Cayman Islands Computer Science Society (CICSS) co-hosted the original hackathon that launched the concept - Enterprise Cayman continues to host the FutureMe Cayman webpage and coordinate programme delivery, while CICSS is now leading the development of the FutureMe app. Workforce Opportunities & Residency Cayman (WORC) Labour Demand Unit has contributed the underlying workforce and labour market data that powers the platform’s insights and pathway guidance.

The Challenge

Eight teams consisting of volunteer members of the public were tasked to design and prototype a digital platform that connected lifestyle aspirations with real life career opportunities and financial realities in the Cayman Islands.

FutureMe Cayman Platform Launch HERO (2)

The Vision

To empower Cayman's workforce of today and tomorrow with a tool that helps to answer life's big questions: Can I afford the lifestyle I want with this career? What jobs match my goals and interests? What salary do I need to reach my dream lifestyle?

The Results

A lifestyle led career mapping platform, called FutureMe Cayman, launched 9 December 2025 just two months following the Tech Futures Week Hackathon. www.futureme.ky
Built for Cayman's people by Cayman's Innovators to inspire action, opportunity and growth now and into the future.

The Team

Baltasar Aroso

CICSS Committee Member
Co-Founder & Lead Engineer, Web3 . R&D . Blockchain

Ashema Edwards

WORC Industry Partnership Analyst

Kaitlyn Elphinstone

Enterprise Cayman Board Member

Reinaldo Fletcher

Labour Market Demand Manager WORC

Charlie Kirkconnell

CICSS Committee Member
Chief Executive Officer, Cayman Enterprise City & Chairman, Enterprise Cayman

Anton Livaja

CICSS Committee Member
Co-Founder & CEO at Caution SEZC

Alyssa Manderson

Enterprise Cayman Programme Manager

David Manouchehri

CICSS Committee Member
Director @ ai.moda

Stuart Reavley

CICSS Committee Member
Managing Director at Juneau Technologies SEZC

Saschelle Ricketts

Labour Market Analyst, WORC

Jaxon Stewart

IT Specialist Cayman Enterprise City

Stephen Ta'Bois

CICSS Committee Member
STEM Specialist, Department of Education Services (DES)

The 2025 Hackathon Winners!

Mary Davies

Tech Futures 2025 Hackathon Challenge Winner

Shannon Williams

Tech Futures 2025 Hackathon Challenge Winner

FutureMe Cayman Phase I Contributors: Saaleha Aafreen, Mary Davies, Emanuela Passanti, Wellington Reneau, Micah Stephenson, Jordan Watler, Shannon Williams, and Sharon Williams.

Having clear, data driven career insight available to Caymanians is essential to helping people make choices that genuinely support the lives they want to lead. This platform shows what’s possible when you start with personal goals and match them with real opportunities, giving young people and career changers a better understanding of where each pathway might take them.

Our aim is to empower Caymanians with tools that encourage confident, informed decisions about their future. By connecting lifestyle ambitions with training, careers, and tangible next steps, this platform supports a stronger, more adaptable workforce and helps Caymanians take the lead in sectors that continue to shape our islands’ long term prosperity.

Charlie Kirkconnell CEO of Cayman Enterprise City and Chairman of Enterprise Cayman