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 ...
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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 ...
S2 E1: Jude Holland on Career Pivots, Culture, and Doing Real Estate Differently
The Cayman Life
37 minutes
4 months ago
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.
The Cayman Life
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 ...
