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Profile
Work Department
Position
Partner
Career
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”.
Languages
Memberships
- 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
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Testimonials
Collated independently by Legal 500 research team.
‘They have a good grasp of the insurance regulatory landscape in Cayman and are well-connected with the regulators. The senior lawyers are very good.’
‘Derek Stenson is a top regulatory lawyer, with good insights about the regulator, good knowledge of the needs of reinsurers, and a practical understanding of the reinsurance market.'
'Philippa Gilkes is a very good regulatory lawyer. Very knowledgeable and very detail-oriented.'
Key clients
- 26North Holdings LP Vernon Re SPC Ltd. Axonic Capital LLC Axonic Insurance Company SPC Aspida Re Ledger Investing, Inc. Ledger Re SPC Longtail Re Reinsurance Group of America, Incorporated. Talcott Life & Annuity Re, Ltd. The Bank of Nova Scotia Third Point LLC Malibu Reinsurance SPC Tokio Marine HCC Insurance Holdings Ltd. ACAP Agam Capital Management AIG Aran Re Arbel Re SPC Arch Capital Artex Ascension Health Athene Holding Ltd. Augusta Health Axar Re Baptist Health Barents Re Berkshire Hathaway Blackstone Blue Ocean Reinsurance Solutions BOLT Reinsurance SPC Canada Life Cayman Islands National Insurance Company CIBC Reinsurance CIGNA CIRCA (Cayman International Reinsurance Companies Association) Coinbase Insurance Comerica Bank Converge Re Crestline Re Davidson Kempner F&G Re Front Street Re FWD Re Global Atlantic Financial Group Greenlight Re H & W Indemnity (SPC), Ltd. Harbour Partners Life Re SPC Ltd. Ibexis Life & Annuity Indigo Insurance Island Heritage Insurance Company, Ltd. Jackson National KKR Knighthead Annuity Lexasure Financial Group Liberty Mutual Lilypad Insurance Co. Longtail Re MetLife Nascent Group National Dealers Insurance SPC, Ltd. Nirvana Tech, Inc, Northern Reinsurance SPC Orange Capital LLC Prudential plc Randall & Quilter Investment Holdings Ltd. Root Inc. Royal Bank of Canada Insurance Company Limited Safety National SPC Scotiabank Sompo The Doctors Company Topsail Re United HealthGroup United Insurance Company Wilmington Holdings Corporation

