Ask-Me-Anything on Proposed Cayman Islands Work Permit Changes

by Juliette Gilbert on November 4, 2025  

Ask-Me-Anything on Proposed Cayman Islands Work Permit Changes

Why we Hosted This AMA?

In response to recent proposed changes in Cayman Islands immigration policy specifically relating to work permits, our team recognized the need to provide clear, authoritative guidance directly from experts in the field. With many individuals and companies seeking clarity on how these work permit changes could affect them, we hosted a live Ask-Me-Anything (AMA) session to address your most pressing questions and ensure that no one is left in the dark. This AMA was designed as an interactive, 20-30 minute session, allowing participants to engage directly with our experts for real-time answers and practical advice. Please note: A future session will be held to address proposed changes related to residency. 


Meet the experts

Our featured speakers for this insightful session were Juliette Gilbert and Louise Reed, both recognized authorities on Cayman Islands immigration matters. With years of experience navigating policy updates and helping clients adapt to regulatory shifts, Juliette and Louise provided invaluable perspectives on what these new work permit changes mean and how best to prepare. Their expertise ensured attendees left with actionable knowledge and greater confidence in planning their next steps


Watch the Full AMA Session

Missed the live webinar or want to revisit the answers to your questions? Watch the full 20-minute session in the embedded video below to hear directly from our experts and explore the timestamped questions we covered. Don’t miss out on this opportunity to stay informed and ahead of the curve regarding Cayman Islands work permit policy updates. For updates on residency policy changes, be sure to attend our upcoming session.



Questions we answered
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02:36 - How will CML support its clients through these changes?

04:03 - Where does the Bill currently stand and what stage is it at?

05:32 - Will some of the sections of the current Bill be redrafted/changed before its formally published and finalized?

07:18 - Can you tell us about new job advertising rules -- What specifically is changing?

09:56 - Do we have any clarification on what structured feedback is?

10:38 - What exactly does prescribed media mean?

11:19 - Are there any changes to the income or financial requirements for adding dependents?

12:45 - Are there fines for providing false financial information?

14:43 - What are Term Limits and who do they apply to?

16:22 - How would term limits work in 2026 with spouses that have different expiry dates?

17:00 - Can employees change jobs under the same permit?

19:10 - What would be examples of extenuating circumstances or exemptions that would apply to these new permit rules?

19:53 - What happens if I break my employment permit within the first 2 years?

20:30 - If I complete a 2 year permit and leave to a new employer, do I need to commit to another 2 year permit?


Need Help? That’s What We’re Here For

Understanding and managing your Immigration obligations can feel overwhelming. If you’re unsure about your next steps, or want peace of mind knowing you’re doing things correctly, reach out to us. We’re here to help you stay compliant.

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