The Cayman Islands continues to be a leading jurisdiction for high-value cross-border insolvency and restructuring disputes, with the Grand Court (and appellate courts) frequently called upon to address complex and novel valuation issues. Two recent decisions — In the Matter of Madera Technology Fund (CI) Ltd (Grand Court, 31 July 2024) and Changyou.com Ltd v Fourworld Global Opportunities Fund and others (Privy Council, 11 March 2025) — have added to the growing body of Cayman Islands case law on these issues.