Derek Stenson > Conyers > Grand Cayman, Cayman Islands > Lawyer Profile

PO BOX 2681
Cayman Islands
Derek Stenson photo

Work Department





Derek Stenson is a Partner in the Cayman Islands Corporate practice and advises on a broad range of corporate, finance and regulatory matters involving Cayman Islands companies and partnerships.

In the finance arena Derek acts for lenders, borrowers and sponsors on hedge fund and private equity financings, insurance and reinsurance company financings and a variety of secured cross-border transactions.  Derek has extensive experience advising a wide range of international financial and insurance institutions on all aspects of insurance and reinsurance law and regulation. Derek also has particular expertise advising on repackagings and collateralized loan obligations, corporate finance and M&A transactions, portfolio transfers, restructurings, stock exchange listings, mergers, migrations, contractual negotiations and regulatory and compliance matters.

Derek has been consistently ranked as a recommended Lawyer in Legal 500 since 2014. Clients highlight him having “outstanding knowledge, responsiveness and collaboration with other advisors”. They also note that he is “intelligent, diligent, responsive and hardworking”.




  • Insurance Sub-Committee of Cayman Finance
  • Reinsurance Sub-Committee of Cayman Finance
  • Marketing Committee of Insurance Managers Association of the Cayman Islands
  • Editorial Board of Captive Insight

Lawyer Rankings

Cayman Islands > Banking, finance and capital markets

Conyers‘ active practice spans multi-jurisdictional fund, structured and asset finance work and also has expertise in the insurance market. Practice head Matthew Stocker specialises aircraft and vessel financings, while also handling capital markets transactions and acquisition finance matters. Leading the firm’s multi-disciplinary insurance finance team is Derek Stenson, who excels in fund finance matters and handles complex and high-profile structured finance and insurance finance transactions. Cora Miller is active in capital markets work and counsel Barnabas Finnigan concentrates on aviation and shipping finance transactions. Fund finance specialists Anna-Lise Wisdom and Michael O’Connor are also highly recommended.

Cayman Islands > Insurance/reinsurance

(Leading individuals)

Derek StensonConyers

Conyers‘ team regularly advises clients across the full spectrum of insurance transactions with work involving captives, agents, brokers, reinsurance issues, alternative risk transfers, insurance financings, catastrophe bonds and other insurance-linked securities. Leading the insurance and reinsurance practice is Derek Stenson, who is praised for his experience advising a deep roster of international financial and insurance institutions on all aspects of insurance and reinsurance law and regulations. With expertise in insurance regulatory, commercial, financing and transactional matters, Philippa Gilkes is an ‘extremely valuable resource’ for the team, together with captive insurance expert Paul Scrivener, who is an independent consultant to the practice. Both Sarah Farquhar and Róisín Liddy-Murphy routinely advise insurer clients on a wide range of regulatory and compliance matters including CIMA licensing issues and registrations.

Cayman Islands > Regulatory and compliance

Conyers‘ practice acts for a litany of regulated entities including banks, investment managers, fund administrators, trust companies and insurance companies on a range of regulatory matters. Head of the regulatory practice is Róisín Liddy-Murphy, who is noted for handling multi-jurisdictional and complex litigation proceedings. Robert Lindley focuses on private client matters including regulatory issues relating to pensions and private trust companies, while Derek Stenson is known for his expertise in insurance, reinsurance and structured products. Sarah Farquhar‘s broad practice spans CIMA licensing and registration work, economic substance advice, data protection issues, and anti-money laundering and counter-terrorist financing mandates.