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The Cayman Life

S2 E3: From Fund Administration to AI Ventures with Tim Rossiter

Jul 5, 2025 · 46 min · Season 1 · Episode 3 · 33.3 MB
0:00-46:14

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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.