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 E3: From Fund Administration to AI Ventures with Tim Rossiter
The Cayman Life
46 minutes
4 months ago
S2 E3: From Fund Administration to AI Ventures with Tim Rossiter
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 fresh purpose through community involvement. They discuss what it’s like to step away from a long-standing role, the balance between work and wellbeing, and why Cayman’s lifestyle creates space to do both business and life differently.
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 ...
