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The Leadership Cayman Class of 2026 examined one of the Cayman Islands’ most complex and frequently discussed issues during its Immigration and Workplace Development Seminar on 10 June. Bringing together perspectives from government, business, and immigration professionals, the session encouraged participants to explore the relationship between workforce development, economic growth, and immigration policy in a rapidly evolving society.
The afternoon began with a visit to the Cayman Islands Coast Guard Headquarters in Savannah, where participants learned about the organisation’s role in maritime security, border protection, and search-and-rescue operations. The tour provided a valuable look at one of the agencies operating at the frontline of Cayman’s border management system and highlighted the importance of coordination between public service organisations in protecting the Islands and their people.
Following dinner at Nexus Studios in Camana Bay, participants engaged in a series of breakout discussions with Hon. Michael Myles, Minister for Caymanian Employment and Immigration; Nick Joseph, founder of Reside Cayman; and Baron Jacob, Partner at EY Cayman. Drawing on their experience in government, immigration law, and the private sector, the panellists explored the opportunities and challenges associated with building a workforce capable of supporting Cayman’s continued economic success.
Throughout the evening, discussions focused on workforce development, skills training, labour market demands, and the impact of recent immigration reforms. Participants considered how Cayman can create meaningful opportunities for Caymanians while continuing to meet the needs of an economy that depends on specialised international talent across key sectors.
A recurring theme was the importance of long-term planning. Conversations highlighted the need for stronger connections between education, training, career development, and employment opportunities, while also addressing broader issues such as population growth, housing, infrastructure, and economic competitiveness. Participants examined how government and the private sector can work together to prepare Caymanians for future leadership roles and emerging workforce demands.
The seminar encouraged the Class of 2026 to think critically about the balance between protecting opportunities for Caymanians and maintaining the flexibility needed to support business growth. Participants explored differing viewpoints while considering how immigration and workforce policies can contribute to a sustainable and prosperous future for the Cayman Islands.
The evening concluded with a debrief at Karoo, where conversations continued beyond the formal programme. Supported by mentor Denize Solomon and moderators Michael Scott and Iniki Williams, the seminar provided participants with valuable insight into one of the most important policy areas shaping Cayman’s future.