Who you would be working with
Tim Rossiter
Tim works with founders, boards and investors on complex decisions where judgement, structure and context matter.
He has spent most of his career in the alternative investment industry, including eighteen years as a Partner of a global fund administrator that he helped build from a start-up. He was a founding director of Island Primary, serving from before the school opened in 2023 through to its sale in 2026. His focus is now on advisory work involving growth, transition, complexity and long-term outcomes.
Through Interesting Things, which he founded in 2023, he works selectively with clients facing moments where there is no obvious or templated solution: new ventures, governance challenges, strategic inflection points, or situations that call for an experienced, independent perspective.
He is Chair of AIMA Cayman, Executive Chair and co-founder of Lodestone AI, and a Registered Director with the Cayman Islands Monetary Authority, a CFA charterholder and a chartered accountant by background.
Cathlin Rossiter
Cathlin is a principal of Interesting Things Advisory and an independent director, specialising in governance, risk management and board-level decision-making for founders, boards and investors in complex, regulated environments. With more than twenty-five years in alternative investment, restructuring and corporate finance, she brings clarity, discipline and a practical perspective that strengthens corporate frameworks and enables ambitious growth.
Her career spans senior roles in corporate services and professional advisory firms across jurisdictions, including working closely with boards, management teams and institutional stakeholders in diverse structures.
At Interesting Things, Cathlin supports clients through growth, transitions and uncertainty, particularly where governance, compliance and long-term stewardship drive success. Her comprehensive grasp of accounting, regulatory and compliance issues in alternative investment management offers an uncommon viewpoint that enhances traditional board compositions and promotes effective oversight.
Cathlin is a Registered Director with the Cayman Islands Monetary Authority, a chartered accountant by background, and was the founding Chair of the Cayman Islands Network of the International Women's Insolvency & Restructuring Confederation (IWIRC).