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Cayman Connection Appoints New Executive Director!

The Board of Directors of Cayman Connection recently announced the appointment of Cayman-born Ashlea Smith as the new Executive Director, to lead all of the activities and operations and to forge the way into a new global strategy for the organisation. Ashlea took up the post in November and brings with her a wealth of knowledge and experience in the not-for-profit sector, having helped to develop and sustain many communities and membership initiatives across the UK throughout her career.

A not-for-profit membership organisation supporting and connecting a global community of Caymanians, friends and associates of the Cayman Islands, Cayman Connection is building an overseas community for the Cayman Islands diaspora to create meaningful connections, meet like-minded people, grow networks, share resources, introduce skills and knowledge, and help Caymanians overseas grow while staying connected to home.

Ashlea joined Cayman Connection in 2020 during the pandemic and soon became a willing volunteer. Ashlea was assigned as CC Fit Club Lead supporting the health and wellbeing of the Caymanian network and led the 2021 Fit4Feb overseas campaign to keep Caymanians fit and health-conscious whilst living overseas. In 2021 Ashlea had everyone jumping up at the first-ever Cayman Day where she volunteered as a Soca Fitness performer, leading the carnival-themed dance section.

Spending her life between the Cayman Islands and England, Ashlea graduated from Loughborough University in 2015 (Sport Management) and has since worked in the sport, physical activity and health sector working with partners such as Sport England, Public Health and Nike. Ashlea extends her community development practice to her overseas work in Zambia, where she has worked on grassroot development programmes using sport as a tool to support the education and development of young people and their communities.

Cayman Director Jennifer Dilbert said that

we at Cayman Connection are excited to welcome Ashlea as the new Executive Director and look forward to her working with our global teams."

Ashlea has huge shoes to fill as she takes over from Kate Kandiah in this role. Kate has worked tirelessly over the past 10 years to create and expand Cayman Connection to the organization that it is today. With over 2000 members, Kate will continue to support the organization as she joins the Cayman Board and supports Ashlea as she takes the helm. With her Caymanian roots and passion for Cayman, coupled with her UK and international experience, Ashlea brings renewed energy and ideas to Cayman Connection. We know that under her leadership we will continue to play the important role of connecting Caymanians who live overseas to each other, and back home to Cayman.”

Cayman Connection is looking to develop its offer for 2023. If you are a business or organisation looking to invest in a Caymankind non-profit and want to give back and support the overseas Caymanian community of students and professionals across the UK, US and Canada, please contact Ashlea and Cayman Connection at

Anyone wishing for further information, to share ideas, or to make the connection with Ashlea and Cayman Connection, email:

For more information about Cayman Connection:

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