Episodios

  • Season 2, No. 4: From Jamaica to Global Music Management with Julia Dougall
    Jul 5 2025

    Summary

    In this episode of Cayman Life, host Speaker 2 engages with Julia Dougall, a prominent global music manager, discussing her journey to the Cayman Islands, the appeal of island living, and the realities of managing top artists like Sean Paul. They explore the challenges of being a female manager in a male-dominated industry, the importance of work-life balance, and the evolving creative community in the Cayman Islands. Julia shares valuable insights for aspiring creatives and reflects on the changing landscape of work post-COVID, emphasizing the opportunities available in paradise.

    Takeaways

    • Cayman Islands offers a unique lifestyle for families.
    • The importance of making decisive offers in real estate.
    • Julia's journey from Jamaica to the Cayman Islands is inspiring.
    • Safety and education are key factors for families moving to Cayman.
    • The music industry is competitive and often male-dominated.
    • Emotional intelligence can be an asset in business.
    • Building a creative community is essential for growth.
    • Tax advantages exist for music and film production in Cayman.
    • Aspiring creatives should focus on gaining experience over formal education.
    • The pandemic has changed how we work, making remote living more feasible.
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    34 m
  • Season 2, No. 3: From Fund Administration to AI Ventures with Tim Rossiter
    Jul 5 2025

    Summary

    In this episode of The Cayman Life, host Stefan Prior speaks with Tim Rossiter, a seasoned professional in fund administration and alternative investments. They discuss Tim's journey from Australia to the Cayman Islands, the intricacies of independent fund administration, and the importance of community involvement. Tim shares insights on transitioning from a successful career at Harmonic to exploring new ventures, including AI projects and educational initiatives. The conversation also touches on the significance of work-life balance, health, and the vibrant community life in the Cayman Islands.


    Takeaways

    • Cayman Islands offers a unique blend of lifestyle and professional opportunities.
    • Independent fund administration serves as the backbone of investment funds.
    • Transitioning from a long-term role can be both challenging and rewarding.
    • Engaging in community projects can lead to personal fulfillment.
    • Education is crucial for the future of the Cayman Islands.
    • Work-life balance is more achievable in the Cayman Islands than in other places.
    • Health and wellbeing are essential for personal and professional success.
    • Team building and understanding individual goals are key to business success.
    • Pickleball is a growing social activity that fosters community connections.
    • Involvement in charity work can have a significant impact on local communities.
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    46 m
  • Season 2, No. 2: Acts of Random Kindness, A Journey of Love with Tara Neilsen
    Jul 5 2025

    Summary

    In this episode of Cayman Life, host Michael Joseph speaks with Tara Neilsen from Acts of Random Kindness (ARK) about the realities of life in the Cayman Islands, the importance of kindness, and the struggles faced by many in the community. Tara shares her journey of founding ARK, the impact of community support, and the need for long-term solutions to social issues such as homelessness and education. The conversation emphasizes the moral obligation to participate in community efforts and the transformative power of kindness.


    Takeaways

    • Tara founded ARK in 2006, driven by her faith and desire to spread love and kindness.
    • The Cayman Islands has hidden struggles, including homelessness, hunger, and mental health issues.
    • Community support is crucial for addressing social issues and helping those in need.
    • The M.E.A.R. program focuses on long-term educational solutions for children in need.
    • Acts of kindness can transform lives and create a ripple effect in the community.
    • Collaboration between charities can enhance the impact of support efforts.
    • Financial support is essential for sustaining programs like M.E.A.R. and housing initiatives.
    • Everyone has a role to play in supporting their community, no matter how small the contribution.
    • Breaking the cycle of poverty requires a holistic approach that includes education and support for families.
    • Tara emphasizes the importance of listening to people's stories and understanding their struggles.
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    47 m
  • Season 2, No. 1: From Corporate to Real Estate, Jude Holland's Journey
    Jul 5 2025

    Summary

    In this episode of the Cayman Life podcast, host Michael Joseph interviews Jude Holland, a team member at Property Cayman. Jude shares her unique career journey from working in Fortune 500 companies to transitioning into real estate. The conversation explores the challenges and rewards of living in the Cayman Islands, the importance of building relationships in real estate, and the impact of cultural diversity on her work. Jude emphasizes the significance of integrity, professionalism, and a client-focused approach in the real estate industry, while also discussing the challenges real estate agents face and the importance of work-life balance.


    Takeaways

    • Jude Holland transitioned from a corporate career to real estate.
    • She emphasizes the importance of relationships in real estate.
    • Cayman Islands is a melting pot of cultures.
    • Jude's background in finance helps her in real estate.
    • She values integrity and professionalism in her work.
    • Cultural diversity enhances her adaptability with clients.
    • Yoga has taught her patience and balance in her career.
    • She believes in providing solid investment advice to clients.
    • Jude dislikes the perception of real estate agents as salespeople.
    • She aims to be authentic and true to herself in her profession.
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    38 m
  • Season 1, Ep. 10: Navigating the Real Estate Landscape in Cayman with George Loutas
    Jul 5 2025

    Summary

    In this conversation, George Loutus, founder of Hive Law, discusses his transition from a long career at Maples and Calder to establishing a remote law firm during the pandemic. He shares insights on the evolving real estate market in the Cayman Islands, highlighting trends in high-end properties, the impact of population growth, and the challenges posed by rising construction costs. The discussion also touches on the appeal of Cayman as a safe and desirable location for residents, emphasizing the importance of community and quality of life. Overall, the conversation provides a comprehensive overview of the current state and future outlook of the real estate market in Cayman.

    Takeaways

    • George emphasizes the importance of client service and responsiveness.
    • The pandemic prompted a shift towards remote working in the legal field.
    • Cayman's real estate market is seeing significant activity, especially in high-end properties.
    • Safety and quality of life are top priorities for potential residents in Cayman.
    • Population growth in Cayman is impacting the real estate market and construction.
    • High-end real estate prices are expected to continue rising in the coming years.
    • Construction costs have increased, affecting new developments and affordability.
    • The community in Cayman is diverse and fosters a sense of belonging.
    • Cayman is becoming a desirable location for overseas buyers seeking safety and tranquility.
    • The future of Cayman’s real estate market remains optimistic despite current economic challenges.
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    30 m
  • Season 1, No. 9: Residency by Investment: Opportunities and Challenges with Cline Glidden
    Jul 5 2025

    Summary

    In this conversation, Cline Glidden, a counsellor at Ogier and former Minister of Tourism for the Cayman Islands, discusses the unique legal services offered in Cayman, particularly in relation to residency by investment. He highlights the importance of understanding the local legal framework, the challenges of population growth, and the impact of immigration on the economy. The conversation also touches on real estate trends, government policies, and the cultural diversity that makes Cayman a desirable place to live. Cline emphasizes the need for sustainable development and the role of local businesses in maintaining Cayman's appeal as a safe haven.


    Takeaways

    • Ogier offers a full range of legal services, including local legal services.
    • Cayman is known for its robust land register system, providing security for investors.
    • Residency by investment is a key aspect of attracting high net worth individuals.
    • Population growth presents challenges that need to be managed sustainably.
    • Immigration plays a crucial role in Cayman's economic success.
    • Real estate trends show a shift towards more affordable housing options.
    • Government policies on residency thresholds need to adapt to current market conditions.
    • Cayman's appeal lies in its safety, security, and community values.
    • Cultural diversity enriches the Caymanian experience and fosters inclusivity.
    • Sustainable development is essential for maintaining Cayman's quality of life.
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    50 m
  • Season 1, No. 8: Family Dynamics in Wealth Preservation with Bernadette Carey
    Jul 5 2025

    Summary
    In this conversation, Bernadette Carey, a partner at Carey Olson, discusses the intricacies of trusts and wealth management, particularly in the context of family dynamics and the unique environment of the Cayman Islands. She explains the purpose of trusts, the importance of proper structuring, and the role of family offices in managing wealth. The discussion also touches on the evolving attitudes of the next generation towards wealth, sustainability, and the future of wealth management in a changing world. Bernadette shares her personal experiences of living in the Cayman Islands and highlights its appeal as a safe haven for high net worth individuals.


    Takeaways

    • A trust is a relationship where legal ownership of assets is handed over to a trustee.
    • Trusts are commonly used for succession planning and to protect family wealth.
    • The Cayman Islands has a highly regulated industry for trusts and wealth management.
    • Family feuds can arise from wealth and often stem from deep-rooted issues.
    • The next generation is more involved in managing family wealth and investments.
    • Families are increasingly focused on sustainability and ethical considerations in wealth management.
    • Family offices provide a layered structure for managing diverse family assets.
    • Cayman Islands is seen as a safe haven for international families.
    • The future of wealth management is shifting towards more innovative and responsible practices.
    • Living in the Cayman Islands offers a unique blend of safety, community, and professional opportunities.
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    20 m
  • No. 6: The Kirkconnell Legacy: A Family's Journey
    Jul 5 2025

    Summary

    In this conversation, Chris Kirkconnell, VP of operations at Kirk Freeport, shares insights into the history of the Kirkconnell family, the evolution of luxury goods in the Cayman Islands, and the dynamics between local and tourist sales. He discusses the challenges of supply and demand in the luxury watch market, particularly with brands like Rolex, and how global events like COVID-19 have impacted the industry. Chris emphasizes the importance of building relationships in luxury retail and highlights the resilience of the Cayman economy. He also shares exciting future projects in Georgetown.

    Takeaways

    • The Kirkconnell family has a rich history in the Cayman Islands.
    • Luxury goods began to flourish in the late 1960s and early 1970s.
    • Local business has become increasingly important to luxury retailers.
    • Rolex remains a top brand in the luxury watch market.
    • Demand for luxury watches has surged globally.
    • COVID-19 significantly disrupted supply chains in the luxury sector.
    • Building strong relationships with clients is crucial in luxury retail.
    • The Cayman economy is diverse and resilient, not solely reliant on tourism.
    • The recent renovation of the Cartier store was a success despite challenges.
    • Exciting new projects are being developed in Georgetown to enhance the shopping experience.
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    27 m