business
Hosted by Mike Joseph and Stefan Prior · business · EN-US
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 what it means to live, work, and play in The Cayman Islands.
Required Pod Score for this podcast. PitchCentric checks your profile against host openness, topical fit, and audience signals before you generate a pitch.
Contact path
Verified email
Booking probability
19%
Guest openness
Selective
Sign up to generate a grounded pitch for The Cayman Life.
Signup to Generate a PitchMore 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.
The Cayman Life is hosted by Mike Joseph and Stefan Prior. The show has published 13 episodes to date.
Recent episodes include "S2 E4: Julia Dougall on Navigating the Music Industry from Cayman" (5 July 2025, 34 minutes), "S2 E2: Acts of Random Kindness, A Journey of Love with Tara Neilsen" (5 July 2025, 47 minutes), and "S2 E3: From Fund Administration to AI Ventures with Tim Rossiter" (5 July 2025, 46 minutes).
The Cayman Life publishes roughly daily, with episodes averaging 40 minutes across 13 episodes.
Booking probability for The Cayman Life is 19%, and the host is rated Selective on guests. The Cayman Life requires a Pod Score of 80 or higher. The Cayman Life's contact route on record: verified email.
The strongest fits for The Cayman Life are Real Estate Agents and Property Management & Appraisal. The Cayman Life has a business audience.
Mike Joseph and Stefan Prior hosts The Cayman Life, a business podcast with 13 episodes published.
Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.
Episode #4
<p>Julia Dougall, global music manager and creative entrepreneur, joins Stefan to talk about her journey from Jamaica to Cayman — and what it’s like managing internationally known artists, including Sean...
Episode #2
<p>Tara Neilsen, founder of Acts of Random Kindness (ARK), joins Michael Joseph to talk about the real — and often hidden — challenges facing families in Cayman. From homelessness to access to education, Tara shares...
Episode #3
<p>Tim Rossiter joins Stefan to talk about his move from Australia to Cayman and the career shift that followed. After years in fund administration, Tim is exploring new ventures, from AI to education — and finding...
Episode #10
<p>George Loutus, founder of Hive Law, shares why he left a long career at Maples and Calder to launch a fully remote law firm — and how that decision aligned with changes he was seeing in Cayman’s real estate...
Episode #1
<p>Jude Holland sits down with Michael Joseph to talk about her path from the corporate world into real estate — and how life in Cayman reshaped her approach to work and relationships.</p><p>They explore the value of...
Episode #9
<p>Cline Glidden, counsellor at Ogier and former Minister of Tourism, joins Stefan to talk about how Cayman balances legal clarity, cultural diversity, and economic growth.</p><p>They dig into residency by investment...
Episode #6
<p>Chris Kirkconnell, VP of Operations at Kirk Freeport, joins Stefan to talk about his family’s legacy in Cayman and how luxury retail has grown and adapted over the years.</p><p>They cover the shift from...
Episode #7
<p>Bernadette Carey, partner at Carey Olsen, joins Stefan to unpack the often misunderstood world of trusts and wealth management — and how it all plays out within families.</p><p>They explore why trusts matter, how...
Episode #5
<p>Sophie Taylor shares her story of moving from the U.K. to Cayman — and what it’s really like to start fresh as a parent in a new place. She and Stefan talk about the pull of island life, the challenges of relocating...
Episode #4
<p>Ian Jamison joins Stefan to talk about inward investment, real estate, and what really shapes the experience of living and working in Cayman.</p><p>They explore what makes commercial real estate here different, how...
Episode #3
<p>Georgina Lockstab, a financial planner and fiduciary, talks with Stefan about how we think about money — and why that mindset matters more than most people realise.</p><p>They cover everything from building trust...
Episode #1
<p>James Whitaker shares why he left finance to focus on sustainability — and what Cayman needs to do if it wants a more secure, renewable energy future.</p><p>From outdated regulations to missed opportunities in solar...
Episode #2
<p>Tim Fury shares how he went from being Donald Trump’s driver to launching a global trading firm — and why he chose Cayman as the place to slow down and reset.</p><p>He talks about the personal health scare that...
Recent guests on The Cayman Life. Study who booked and why before you pitch.
cinematographer
Acts of Random Kindness
Carey Olsen
PitchCentric classifies The Cayman Life under these industries. Guests from them are the closest fit, and each links to the best podcasts in that industry.
Shows with the most semantically similar episode content. Pitch one, pitch all; producers cluster.
Is this podcast yours and you'd like to remove or correct details? Request removal or email privacy@pitchcentric.com.
Questions about the free trial? See the pricing FAQ
