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The Cayman Life

Mike Joseph and Stefan Prior

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More than just sand between your toes, The Cayman Life will help you to discover everything that makes Cayman, Cayman, and you’ll buy into her true side in no time. The Cayman Life delves into the unique and wonderful dynamics of the place we proudly call home. Passionate about their community and charming in their banter, join hosts Mike Joseph and Stefan Prior as they sit down with the island’s movers and shakers, longtime residents and new stars. It’s an immersive, engaging exploration of ...
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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 ch…
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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 buil…
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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 …
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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 t…
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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 o…
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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 l…
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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 wea…
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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 im…
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Summary In this conversation, Georgina Lockstab, a financial planner and fiduciary, discusses the importance of understanding the fee-only fiduciary model, building strong client relationships, and the true purpose of money. She emphasizes the role of behavioural coaching in investing, the necessity of cash reserves, and the balance between real es…
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Summary In this conversation, Ian Jamison discusses his role in inward investment and real estate in the Cayman Islands, highlighting the importance of providing comprehensive services to clients. He shares insights on navigating real estate transactions, the unique aspects of commercial real estate in Cayman, and the impact of legislative changes …
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Summary In this conversation, Stefan Prior and Sophie Taylor discuss her experience relocating from the UK to the Cayman Islands. They explore the motivations behind the move, the challenges of family life and schooling, the benefits of living in a safe and welcoming community, and the insights from Sophie's podcast, 'Truth of Motherhood'. The disc…
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Summary In this conversation, James Whitaker discusses his transition from finance to sustainability, focusing on the challenges and opportunities for renewable energy in the Cayman Islands. He emphasizes the need for regulatory changes, the importance of energy efficiency, and the potential for Cayman to become a leader in sustainable practices. T…
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Summary In this engaging conversation, Tim Fury shares his remarkable journey from being Donald Trump's driver to becoming a successful Wall Street trader and founder of Tradeview Markets. He discusses his transition to life in the Cayman Islands, the impact of COVID-19 on his lifestyle and business, and a life-altering health scare that reshaped h…
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