Stephen Leontsinis
Partner | Cayman | BVI
Exceptionally good at seeing the big picture and working strategically to meet necessary goals.
Chambers and PartnersStephen is outstanding at stakeholder management and business development.
Legal 500 2022He is an excellent advocate, with a calm and reassuring courtroom manner that resonates well with the Cayman judiciary.
Chambers Global Guide 2025Clients find Stephen Leontsinis 'client-focused and pragmatic.'
Chambers and PartnersStephen is standout practitioner – drives culture of the firm which is a USP in their way of working collaboratively.
Legal 500 2022He really understands from a practical perspective what is in the best interests of the client and how all of the pieces of a dispute fit together, often juggling multiple perspectives and viewpoints.
Chambers Global 2023Stephen is a fantastic leader of his team, a great advocate for the firm, and an excellent technician.
Legal 500 2024Stephen has an excellent strategic mind. He is a stand-out advocate who is equally effective in the boardroom or behind the scenes.
Legal 500 2022His knowledge of the Cayman market and all its main players is second to none.
Chambers Global Guide 2022Stephen is highly collaborative, has solid technical skills and never loses sight of the commercial objectives. He is very solution orientated.
Legal 500Stephen Leontsinis is a superb litigator and great leader of this growing team, which he has quickly established as a go-to litigation practice.
Legal 500Stephen is a phenomenal advocate who is very astute, commercially minded and results-driven.
Chambers Global Guide 2022Leading individual.
Legal 500Stephen Leontsinis is a charismatic practice leader and a formidable advocate. His strategic input into restructuring and insolvency engagements is second to none.
Chambers Global Guide 2025Very good and commercial operator with a very personable manner and unique ability to bring opposing sides together.
Chambers and PartnersSuperb – the best litigator in Cayman.
Legal 500 2024
Stephen has a demonstrated history of advocacy in the practice of corporate and commercial litigation, with an emphasis on offshore insolvency and restructuring of companies. Stephen is qualified in South Africa, England and Wales, Cayman and BVI.
Experience
Stephen's practice has a strong focus on company law including corporate insolvency; schemes of arrangements; capital reductions; shareholder disputes; director's liability; international asset tracing; the enforcement of foreign judgments; worldwide Mareva injunctions, Anton Piller orders, and Norwich Pharmacal orders.
Stephen has significant contentious litigation experience arising from the representation of both liquidators, shareholders and creditors of companies and hedge funds including the claw back of fraudulent conveyances and undue preferences, allegations of investment fraud and investment manager disputes.
Since he began heading up our team of Cayman litigators, Stephen has grown the team from two to eight lawyers, all with a strong background in insolvency and restructuring matters. Prior to joining the firm Stephen spent two and a half years in Miami as a member of a boutique litigation firm in the United States which focused on cross border insolvency and trust disputes.
Background
Stephen was called as an advocate of the High Court of South Africa in 2003 and has subsequently qualified as a solicitor-advocate of the High Court of England and Wales and a solicitor-advocate of the Supreme Court of the Eastern Caribbean. He was called to the Cayman Islands Bar in January 2009 and BVI Bar in 2013.
Stephen has been ranked in Chambers and Partners since 2018 and recognised as a Leading Partner in Legal 500 since 2021.
In regulatory disputes there are often fine lines between the usual wrangling with the regulator and something more serious – by matching our mix of experienced contentious and non-contentious lawyers to the particular problem at hand, we achieve better and more efficient outcomes.
Read moreOur dispute resolution specialists collaborate seamlessly with our corporate advisory and banking teams across jurisdictions to advise multinational corporations, trust companies, banks, funds, insurers, governments and directors.
We provide a global perspective, working closely with our clients to ensure that they are best placed to respond to customer issues, fraud risks, rapidly changing market conditions and regulatory demands.
Read moreFor financially distressed companies in need of restructuring and reorganisation, or for those where the opportunity to do so has passed or failed, we work to achieve the most beneficial outcome in these difficult situations.
At whatever stage we are engaged, our involvement will assist in identifying the ongoing risks facing a client and to enable that client to continue to identify and effectively manage deteriorating relationships with creditors, financiers, investors or other interested parties.
Read moreWith offices in the British Virgin Islands, the Cayman Islands, Guernsey, Jersey and London, we can advise you on every aspect of international arbitration. Our dedicated arbitration specialists will work alongside you to quickly determine the best approach for a successful conclusion.
Read moreAll practice areas in BVI and Cayman have maintained their rankings in the 2025 Chambers Global Guide. Congratulations to Alistair Wade who features in the Real Estate rankings for the first time as an "associate to watch". A summary of the client feedba...
John Gray High School wins the Cayman Collas Crill Moot
Nia-Shae Wedderburn and Asonya Sweeney of John Gray High School have won the Cayman Collas Crill Moot 2024/25. This is the first year the school has taken part in the mock-trial competition. John Gray's Nia-Shae and Asonya faced Kai Bodden and Cate Lee o...
John Gray to face Cayman Prep in the Cayman Collas Crill Moot final
Students from John Gray High School and Cayman Prep and High School will face each other in the final of the Cayman Collas Crill Moot competition on 22 January. Nia-Shae Wedderburn and Asonya Sweeney of John Gray will go head to head with Kai Bodden and ...
Collas Crill has once again been included in the 2024 Global Restructuring Review (GRR) 100 - an annual guide to the world's leading law firms for cross-border restructuring and insolvency matters. Firms listed in the guide have been vetted for the...
Ritchie, Lancelot and the limitation game
The moratorium on legal proceedings, commenced or continued, against a company in liquidation, is a tenet of an equitable and orderly winding up process, intended to distribute a company's assets equally and rateably between its stakeholders. The morator...
Collas Crill's teams in the British Virgin Islands (BVI) and Cayman Islands have received another strong set of rankings in the 2025 Legal 500 Caribbean directory. The firm is consistently ranked across all of its key practice areas, having moved up from...
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