Senior Immigration Specialist
Conyers Dill & Pearman
Grand Cayman · George Town · Full-time · USD$75,000 - USD$105,000 Per Annum (paid Monthly)
The Senior Immigration Specialist will support both internal HR immigration and our clients’ immigration service needs.
Success in this position requires deep familiarity with Cayman Islands immigration regulations and government systems, strong organizational discipline, and the ability to balance client-facing responsibilities with internal HR priorities. This role will collaborate closely with the Head of Client Immigration, Attorney, and the HR Manager to ensure timely, compliant, and client-cantered outcomes.
WHAT WILL YOU DO
Internal Immigration Support:-
• Prepare and submit work authorization applications and renewals in a timely manner, gathering all required documentation and fees. This includes drafting cover letters for applications and compiling supporting materials as required by Cayman Islands Immigration authorities
• Oversee the immigration and work authorization process for all new expatriate employees, including those relocating to the Cayman Islands, to ensure compliance with Cayman Islands regulations prior to commencing employment
• Proactively manage and coordinate work authorization renewals, ensuring all applications are prepared and submitted within prescribed timeframes to maintain uninterrupted legal authorization for employees to work. Maintain a tracking system of all staff work permits and immigration documents, including expiry dates and status updates
• Lead the administration and oversight of the Firm’s Business Staffing Plan, ensuring regulatory compliance and aligning staffing allocations with evolving business objectives, operational requirements, and workforce needs.
• Provide guidance and support to ensure impacted employees and their managers fully understand work permit restrictions and/or requirements (i.e. Regulation 6 Condition training requirements)
• Act as a liaison with Workforce Opportunities & Residency Cayman (WORC), fostering positive working relationships to facilitate the efficient processing of immigration applications and related matters, including attending WORC offices as required to submit applications, collect processed documents and address immigration-related matters on behalf of the Firm..Monitor progress of applications, follow up proactively on any delays or issues, and inform management and employees of their application status
• Assist with ad hoc projects as assigned.
Client Immigration Support:-
• Under the guidance and direction of the firm’s Head of Client Immigration, Attorney provide comprehensive administrative support for client immigration matters, ensuring alignment with Cayman Islands immigration regulations.
• Prepare, review, and submit immigration applications on behalf of external clients, including work permit applications for client companies, permanent residency and citizenship filings, and other relevant documentation under Cayman immigration law.
• Collect, organize, and verify client-provided information and supporting documents for completeness, accuracy, and compliance with legal requirements.
• Maintain strict confidentiality and deliver high-quality client service, ensuring timely and professional handling of all immigration-related inquiries and processes.
WHAT WILL YOU NEED
• Minimum of 5+ years of hands-on experience in a Cayman Islands immigration role, ideally within a law firm, immigration services firm, or other professional services environment
• Demonstrated ability to operate autonomously as a subject-matter expert, managing the full immigration function end-to-end with minimal supervision
• Comprehensive working knowledge of Cayman Islands Immigration Law and Regulations, including the various work permit categories, the nine-year term limit, permanent residency criteria, and post-PR pathways (Naturalization, BOTC, and Caymanian Status applications)
• Proven experience preparing and submitting complex immigration applications, including work permits, permanent residency, and post-PR filings
• Established workin