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Jennifer McCarthy, Head of Operations & Client Services

Insights on relocating to the Cayman Islands.

The Cayman Islands have become a strategic base for founders and entrepreneurs seeking stability, growth and global access. With over 20 years of experience living and working in the region, Jennifer McCarthy, Head of Operations & Client Services at TechCayman, answers some of the most popular questions about relocating a tech business to Cayman.

Starting your relocation to the Cayman Islands.

Q 1: What’s the first step for planning your relocation to the Cayman Islands?

A: Research is essential. Learning about Cayman’s culture, legal requirements and business environment, including the fact that the Cayman Islands consist of three islands, with Grand Cayman as the main hub, sets the foundation for a smooth relocation. For instance, understanding that the Cayman Islands Dollar (KYD) is pegged to the US Dollar (USD) at a fixed rate is crucial for financial planning.

TechCayman provides bespoke relocation support, but I also recommend exploring resources like Cayman Resident for practical checklists and to better understand each step of the process.

Challenges when moving to the Cayman Islands.

Q 2: Are there common challenges when relocating to the Cayman Islands?

A: Relocating with pets often surprises people due to specific import requirements, such as vaccinations and permits, which take time to complete. Families should also plan for school enrollment early, as spaces at institutions like Cayman International School (CIS) and St. Ignatius Catholic School fill quickly.

How to join the Cayman Islands tech and business community.

Q 3: How can professionals integrate into the Cayman Islands tech ecosystem?

A: Building relationships is key. Cayman’s vibrant and diverse community welcomes newcomers, making it easy to connect. Joining organisations like The Blockchain Association Cayman Islands (BACI), The Cayman Islands Family Office Association (CIFOA) or Cayman Finance can open doors to networking opportunities. The TechCayman team actively connects clients with local networks to help them thrive in this rapidly growing tech ecosystem.

Navigating the Cayman Islands real estate market.

Q 4: How does one navigate the Cayman Islands real estate market for housing options?

A: The Cayman real estate market moves quickly, so timing is crucial. Reputable real estate firms like Provenance Properties and platforms like EcayTrade can help you find the right property.

Popular areas in Grand Cayman include:

  • Seven Mile Beach: Luxury condos, beachfront homes and vibrant dining options.
  • Camana Bay: Modern apartments near offices, shops and entertainment.
  • South Sound: Spacious family homes close to schools and the waterfront.
  • George Town: Ideal for professionals seeking proximity to the central business district.
  • West Bay: A mix of luxury homes and more affordable options in a laid-back setting.
  • Rum Point and North Side: Quiet areas with picturesque beachfront living.

Each neighbourhood offers unique benefits, so working with local experts ensures the best fit.

Understanding Cayman culture and community values.

Q 5: What’s important to know about Cayman’s culture?

A: Cayman’s culture, known as “Caymankind,” emphasises kindness, respect and community. These values extend into professional and social life, fostering an environment where building meaningful connections is easy. Embracing this culture will enrich your experience and help you settle in quickly.

Relocating to the Cayman Islands offers more than just a change of scenery, it’s an opportunity to thrive in a vibrant, innovative and globally connected ecosystem.

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Essential items to bring when relocating to Cayman.

Q 6: What are some must-have items to bring when moving to Cayman?

A: Essentials include updated passports, work permits, school and medical records for children. Personal touches, like family photos or meaningful keepsakes, can help make your new home feel familiar. 

Healthcare & education in the Cayman Islands.

Q 7: How is the healthcare and education infrastructure in Cayman?

A: Cayman’s healthcare system is world-class, with facilities like Health City Cayman Islands and the Cayman Islands Hospital offering top-tier medical care.

Educational options include schools like Cayman International School and St. Ignatius Catholic School, which provide internationally recognised curricula, including IB and British GCSEs. The University College of the Cayman Islands (UCCI) supports higher education with diverse programs and certifications.

Why the Cayman Islands is ideal for expanding or starting a business.

Q 8: Why is the Cayman Islands a top destination for setting up a business?

A: Cayman’s tax-neutral status, robust legal system and proximity to major markets like the US and Latin America make it a global hub for business. The island’s advanced infrastructure supports industries such as fintech, blockchain and intellectual property (IP), while its skilled, multilingual workforce adds to its appeal.

TechCayman provides tailored services to help tech-enabled businesses navigate relocation, secure work permits and establish operations seamlessly, ensuring a smooth transition for team members, entrepreneurs and executives alike.

Comparing the Cayman Islands to other offshore jurisdictions.

Q 9: How does Cayman compare to other offshore jurisdictions?

A: Cayman stands out for its economic stability, safety and high quality of life, critical factors that some competing offshore jurisdictions struggle to consistently provide amid political or regulatory uncertainty. With direct access to over 20 global destinations and a short 45-minute flight to Miami, the island offers unmatched convenience for international businesses and frequent travelers.

Beyond its tax advantages, Cayman’s multicultural community and thriving sectors, including financial services and emerging tech, create an environment that attracts and retains top talent, positioning it as a leader among offshore jurisdictions. Iconic locations like Camana Bay also enhance its appeal, blending lifestyle, commerce and innovation in one vibrant setting.

What makes living in the Cayman Islands special.

Q 10: What do you love most about living in the Cayman Islands?

A: For me, it’s the sense of community, the safety, and the opportunity to connect with a diverse group of talented professionals. The natural beauty and year-round sunshine are bonuses, but it’s the people and the vibrant culture that truly make Cayman feel like home.

Relocating to the Cayman Islands is an exciting opportunity, but navigating the process requires expertise. TechCayman offers comprehensive, tailored support to ensure your move is seamless.

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Start your journey to the Cayman Islands with TechCayman’s expert support.

From securing work permits and streamlining business setup to connecting you with local networks and partners, we are here to help you establish and grow your business in one of the world’s most dynamic jurisdictions. Let us guide you every step of the way and help you unlock the full potential of your move to Cayman.