The Cayman Life

About The Cayman Life

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.

Publisher

Mike Joseph and Stefan Prior

Category

business

Language

en

Explicit

No

First episode

16 Oct 2023

Latest episode

5 Jul 2025

Latest episodes

25 episodes in the feed.

1. 

   5 Jul 2025

   S2 E1: Jude Holland on Career Pivots, Culture, and Doing Real Estate Differently

   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. They explore the value of integrity, the reality of what it takes to build trust with clients, and why being authentic matters more than trying to “sell.” Jude also shares how her background in finance and her passion for yoga help her stay grounded in a fast-paced industry.

2. 

   5 Jul 2025

   S2 E2: Acts of Random Kindness, A Journey of Love with Tara Neilsen

   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 what she’s seen on the ground, why ARK was created, and how kindness can lead to long-term change. They also explore what community support really looks like, and why everyone has a role to play in breaking the cycle of poverty.

3. 

   5 Jul 2025

   S2 E4: Julia Dougall on Navigating the Music Industry from Cayman

   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 Paul. They dive into the realities of working in a male-dominated industry, the role of emotional intelligence in business, and how Cayman’s creative community is evolving. Julia also shares why island life offers space to reset, refocus, and live more intentionally — especially in a post-COVID ...

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

YouTube views

1,484

Score snapshot 15 Sept 2025

Podcast Authority Score: 41 / 100

A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.

Quality

55

Social presence

0

YouTube

68

Engagement

0

Contact The Cayman Life

Guest appearances

Does not typically book guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.