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Sam Dawson



"Sam Dawson is hands-on, experienced and well regarded by courts and regulators throughout the Caribbean, and he can provide sound, practical advice."

Chambers Global 2024

"He is a first-rate litigator with sound judgement and excellent client management skills."

Chambers Global

"Sam Dawson earns a spot among the Cayman Island’s foremost restructuring and insolvency practitioners."

Who's Who Legal

"Sam Dawson is an excellent strategist and litigator."

Legal 500

"I have a lot of respect for his approach. He analyses things coherently and thoughtfully."

Chambers Global



Sam is the head of Carey Olsen's dispute resolution and insolvency and restructuring practice in the Cayman Islands.

He has over 20 years experience litigating high value commercial disputes with a primary focus on the financial services sector.

Sam has particular expertise in the field of insolvency and restructuring and is regularly instructed to act for liquidators and receivers (including foreign appointees), management, security holders, investors, and unsecured creditors in relation to both contentious and non-contentious matters.

Sam also has considerable experience advising employers and employees on contentious employment disputes.


Sam graduated from Otago University, Dunedin, New Zealand with a Bachelor of Laws and a Bachelor of Arts (Art History).

He was first admitted as solicitor and barrister in New Zealand Bar in 1996 (non-practising), and has been practising as an attorney-at-law in the Cayman Islands since 2006.

Sam is a former Director of the Recovery and Insolvency Specialists Association of Cayman, and is a current member of the American Bankruptcy Institute and INSOL International. He also represents the Cayman Islands Legal Practitioners' Association Users Committee for the Financial Services Division of the Grand Court of the Cayman Islands. Sam is listed as a Global Elite Thought Leader by Who's Who Legal for Restructuring and Insolvency, Asset Recovery and Commercial Litigation. 

Awards and accolades


Sam is ranked consistently by the independent legal directories and is quoted as being "a first-rate litigator with sound judgement " who "analyses things coherently and thoughtfully ". Sam is also noted for being  "an excellent strategist" (Chambers Global and Legal 500). Sam is listed as a Global Elite Thought Leader by Who's Who Legal for Restructuring and Insolvency, Asset Recovery and Commercial Litigation.

L500 Caribbean Leading Individual 2023
Sam Dawson Chambers Global 2024