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

PO BOX 2681
Cayman Islands

Work Department





Derek Stenson is a Partner in the Cayman Islands office of Conyers Dill & Pearman. Derek joined Conyers in 2018. He specialises in insurance, reinsurance and structured products, as well as a broad range of corporate and finance matters.

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 > Insurance/reinsurance

(Leading individuals)

Derek StensonConyers

Conyers draws superlative praise from a myriad of high-profile clients for the ‘quality of service and professionalism‘ of its dedicated (re)insurance practice. Steered by Derek Stenson – ‘a highly respected lawyer who consistently delivers results above and beyond expectations‘ – the team is consistently engaged on a mix of big-ticket transactions, disputes, regulatory reviews and investigative actions. Senior associate Philippa Gilkes is praised by clients for her ‘fantastic industry knowledge and expertise’, ranging from handling the establishment and licensing of new companies to multi-billion-dollar reinsurance transactions. Associate Sarah Farquhar is also recommended for regulatory and compliance matters. Counsel Rob Humphries left the practice in April 2022.

Cayman Islands > Regulatory and compliance

Drawing praise from clients for its ‘all-round excellence‘, Conyers‘ cross-practice team works with both public and private sector clients on a range of regulatory and compliance requirements associated with new fund formations, trust structurings, administrative fines, and remediation measures. Practice co-chair Robert Lindley specialises in trusts and private client concerns, while fellow co-chair Derek Stenson focuses on insurance and reinsurance sector matters. Disputes counsel Róisín Liddy-Murphy specialises in regulatory investigations, most recently for clients in the telecoms sector, and associate Sarah Farquhar, who joined the team from Maples Group in June 2021, is praised for her ‘vast wealth of knowledge in regulatory and compliance matters’.