Tech Futures Week kicks off next week and will showcase Cayman Islands’ tech sector and the opportunities it offers.
The initiative, which is the first of its kind in the islands, is organised by Enterprise Cayman and runs from Monday, 6 October, to Saturday, 11 October.
It will bring together industry leaders, innovators and government representatives and explore how technology is reshaping career paths, workforce development and innovation.
It will also highlight the current in-demand roles within the industry.

There will be a programme of free workshops, discussions, networking and focus groups designed for a wide group of individuals, from students and parents to business leaders and seasoned professionals.
Below is a day-to-day breakdown to help you navigate what’s on offer. Most of the events are at Enterprise Cayman’s headquarters, Signal House in George Town. The locations of those that are not have been specified below.
Most of the events require participants to register and places are limited.
Monday, 6 October
Open Door Day with WORC & Enterprise Cayman, 9am to 12pm
A chance to meet the teams from WORC (Workforce Opportunities and Residency Cayman) and Enterprise Cayman.
Explore opportunities and receive answers to questions about training, internships, hiring and the future of work in the Cayman Islands.
Focus Group – Tech Talent Perspectives (For early careers tech talent), 12:30pm to 2pm
Early career tech talent and mid-level tech professionals are invited to join a focus group to explore real-world solutions to local tech workforce challenges.
The group will share what they think is working and what is not.
Tuesday, 7 October
Breakfast Roundtable – Building Blocks for Cayman’s Tech Future, 8:30am to 10am
This interactive roundtable will ask participants to co-create actionable strategies for Cayman’s tech future.
Each breakout table will explore key pillars of ecosystem development, such as education, infrastructure, policy, entrepreneurship, or community engagement and identify practical steps to strengthen it.
Insights will help shape a roadmap for sustainable growth and innovation in Cayman’s tech landscape, Enterprise Cayman says on its website.
Focus Group – Public Sector Readiness, 10:30am to 12pm
Email innovate@enterprisecayman.ky for details
Focus Group – Tech Talent Shortage (for HR professionals) 12:30pm to 2pm
HR professionals and recruitment service providers are invited to join a focus group to explore real-world solutions to local tech workforce challenges.
There will be a chance to identify local skill shortages, recruitment hurdles, and mismatches in tech talent demand and supply.
Wednesday, 8 October
CyberSandbox – PC Restoration Workshop, 5:30pm to 7:30pm
This hands-on workshop is designed to introduce the fundamentals of computer hardware and the essential skills for building a PC.
Open to complete beginners or those looking to refresh their skills.
CyberSandbox – Hackathon Prep Session, 5:30pm to 7:30pm
The second of two preparation sessions for the Hackathon on 11 October (details below), participants will experiment with a range of tools and services to get them ready for the main event.
Focus Group – Supporting Tech Careers, (for parents), 5:30pm to 7pm
In this focus group parents will explore practical ways they can nurture their child’s talents, spark their curiosity and help them take steps toward future opportunities in technology and related fields.
Ideal for those whose children are attending one of the two CyberSandbox sessions at the same time.
Thursday, 9 October
#UniTalks – The Evolution of Tech Careers, UCCI, 12pm to 1pm
This #UniTalks session invites students, young professionals, and community members to explore how tech careers are evolving — from the traditional IT roles of yesterday to the in-demand fields of today and tomorrow, including cybersecurity, AI, cloud and data science.
Focus Group – Training for Tomorrow’s Workforce (for education and training providers), 12pm to 1pm
A chance for education and training providers to discuss whether programmes are keeping pace with tech-enabled industries and if not, what needs to be done.
Tech Talks – Future Proofing Cayman’s Tech Ecosystem, 5:30pm to 8pm
A panel discussion looking at what Cayman’s tech ecosystem will look like in five years and how it needs to be built to last.
The panellists will be Gary Allen, CEO or Frontier Financial Group, Paul Peat, senior team lead software engineer at Maples Technology and Daniel Reid, chief information officer at Cayman Islands Stock Exchange.
Friday, 10 October
Tech Futures Forum, UCCI Campus, 12pm to 3pm
This interactive career exploration event is designed to inspire and inform those considering a career in tech.
There will be career exploration booths hosted by local tech companies, training providers and industry professionals, lives presentations on training pathways and more and a main stage featuring talks and practical advice from industry leaders and mentors.
Tech Futures Happy Hour & Networking, Craft F&B Co, 5:30pm to 7pm
An evening of connection, conversation and ideas about the future of technology in the Cayman Islands. All are welcome.
Saturday, 11 October
Tech Futures Hackathon Challenge, 10am to 4pm
Participants will be asked to design and prototype a platform that helps Caymanians map their lifestyle goals to career opportunities in this Tech Futures Hackathon.
They’ll have access to job market datasets, everyday living costs and other economic insights to bring their vision to life. The winner receives a US$5,000 prize.
More information on Tech Futures Week 2025 can be found here.



