Stephen  Leontsinis

Stephen Leontsinis 

Managing Partner | Cayman | BVI

Insolvency and Corporate Disputes

  • Exceptionally good at seeing the big picture and working strategically to meet necessary goals.
    Chambers and Partners
  • Stephen is standout practitioner – drives culture of the firm which is a USP in their way of working collaboratively.
    Legal 500 2022
  • Superb – the best litigator in Cayman.
    Legal 500 2024
  • His knowledge of the Cayman market and all its main players is second to none.
    Chambers Global Guide 2022
  • He 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 2023
  • Stephen has an excellent strategic mind. He is a stand-out advocate who is equally effective in the boardroom or behind the scenes.
    Legal 500 2022
  • Stephen is outstanding at stakeholder management and business development.
    Legal 500 2022
  • Very good and commercial operator with a very personable manner and unique ability to bring opposing sides together.
    Chambers and Partners
  • Leading individual.
    Legal 500
  • Stephen is highly collaborative, has solid technical skills and never loses sight of the commercial objectives. He is very solution orientated.
    Legal 500
  • Stephen is a fantastic leader of his team, a great advocate for the firm, and an excellent technician.
    Legal 500 2024
  • Stephen is a phenomenal advocate who is very astute, commercially minded and results-driven.
    Chambers Global Guide 2022
  • Clients find Stephen Leontsinis 'client-focused and pragmatic.'
    Chambers and Partners
  • Stephen Leontsinis is a superb litigator and great leader of this growing team, which he has quickly established as a go-to litigation practice.
    Legal 500


Stephen is Managing Partner of our Cayman office and global head of the Insolvency and Corporate Disputes team. He 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.

"The Cayman Islands is an extremely sophisticated, competitive jurisdiction and the practice of its laws, whilst challenging, is very rewarding. I am honoured to have grown and led our Cayman Islands Dispute Resolution team since April 2015. We aim to bring a fresh, innovative approach to providing our clients with added value to the normal legal services that they would otherwise expect from any other top tier law firm on the Island."


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.


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 is ranked in Chambers and Partners and recognised as a Leading Individual in Legal 500 2024.


HR and Practice Manager
Tiffany Turrell  
My services
Contentious risk and regulatory

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. As regulatory experts, we frequently act on contentious matters and can leverage our experience to help clients achieve the highest regulatory standards and avoid common pitfalls.

Corporate disputes

Our 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.


For 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. 

Our team brings a wealth of experience from a range of diverse backgrounds to give quick, accurate, commercial advice, primarily across the financial services sector. 

Currently working on some of the largest and most complex cross-border insolvencies in the jurisdiction, we frequently advise top law firms from the People’s Republic of China, the US, the UK and other jurisdictions. We are regularly briefed by Sovereign Wealth Funds and Fortune 500 Companies to advise on particular restructurings, as well as investment managers from Europe and the US.

At whatever stage we are engaged, our involvement will assist in identifying the on-going 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.

International arbitration and mediation

With 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.

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10 May 2024

Further promotions across the Cayman and BVI offices

Collas Crill has made a number of further promotions across its offices in the Cayman Islands and the British Virgin Islands (BVI). In the Cayman Islands, Sally Peedom has been promoted to Counsel, while Kirsten Bailey has been promoted to Senior Associa...

20 Mar 2024

Simon Hurry recognised as an INSOL Fellow

Partner Simon Hurry has become the first lawyer and one of only four individuals in the Channel Islands to become formally recognised as an INSOL Fellow, having passed the association's renowned Global Insolvency Practice Course (GIPC).  INSOL (Inte...

18 Mar 2024

Applying for Norwich Pharmacal relief in the BVI

In light of the privacy afforded to companies incorporated in the British Virgin Islands (the BVI), it is no surprise that the BVI Court regularly considers applications seeking disclosure from innocent third parties – often corporate service providers -...

19 Feb 2024

Chambers Global 2024 Guide: Collas Crill's growing reputation the Caribbean is recognised

Collas Crill's rankings in the Chambers & Partners Global 2024 Guide underpin its focus on client service.The directory and client testimonials highlight the firm's growing reputation in in the Caribbean.In the Chambers dispute resolution category, t...

22 Jan 2024

Chambers Chapter: 'Trends & Developments'

Collas Crill has contributed to Chambers and Partners Global Practice Guide 2024.  Cayman Local Managing Partner and Insolvency and Corporate Disputes global practice head Stephen Leontsinis co-authored the "Cayman Islands: Trends & Developments" cha...

11 Jan 2024

Collas Crill restructures to harness global expertise

Collas Crill has restructured its legal services into four global practices to provide clients with even greater access to the breadth and depth of its expertise across the world. This has led to a number of new leadership roles within the firm: Michael...

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