Legal 500 ranks law firms and their lawyers following a thorough and independent research process which includes feedback from 300,000 clients, private practice lawyers and in-house peers as well as the assessment of a law firm’s own work.
Appleby’s Cayman team is ranked Tier 1 in Real Estate, Banking, Finance and Capital Markets, Corporate and Commercial and Dispute Resolution. The firm was also recognised for its excellence in delivering high-quality legal services across other key practice areas.
Twenty four lawyers across Appleby’s Cayman office were ranked or recommended including seven named as ‘Leading Partners’, six named as ‘Next Generation Partners’ and one a ‘Leading Associate.’
Norman Klein, Managing Partner of the Cayman Islands office said “We are honoured by this recognition from Legal 500. It reflects the dedication and expertise of our teams, and our commitment to delivering exceptional service to our clients both locally and internationally.”
Highlights of testimonials on the firm’s excellent technical ability include:
BANKING, FINANCE AND CAPITAL MARKETS – TIER 1
- ‘Good responsiveness, attention to detail, and ability to drive towards execution.’
- ‘The Appleby practice has great depth and breadth across finance and corporate matters.’
- ‘Client service goes above and beyond. Knowledgeable about law and market practice.’
- ‘Highly responsive and client oriented. They just don’t repeat the law and leave it for you to figure out. They offer practical guidance and market color. Their practice is also pro-active being in contact with regulators to advocate for client interests and industries.’
CORPORATE AND COMMERCIAL – TIER 1
- “The Appleby team is exceptionally well-organised, collaborative, and dependable. Their ability to coordinate seamlessly across departments ensures consistent and efficient support, even on time-sensitive or multi-faceted matters. The team demonstrates strong attention to detail, clear communication, and a proactive approach to managing regulatory and corporate requirements.’
- ‘What distinguishes the group is their professionalism, consistency, and depth of experience across the full spectrum of Cayman corporate and funds work. They are reliable, easy to work with, and consistently deliver high-quality advice.’
- ‘Extremely professional and responsive team.’
DISPUTE RESOLUTION – TIER 1
- ‘Highly competent dispute resolution practice handling some of the heaviest litigation in Cayman.’
- ‘Brilliant lawyers, with huge disputes experience across the world.’
- ‘The team at Appleby in Cayman is extremely capable with strong leadership and strength in depth. It is currently the stand-out firm on the island for serious litigation issues.’
- ‘I would particularly highlight the experience available and the complementary skills they have brought together, from both long experience as solicitors and some astute recruitment from the Bar. The team is capable of advising across the range of complex trust and insolvency matters, and their asset recovery expertise is probably the best in the Caribbean.’
REAL ESTATE – TIER 1
- ‘Appleby’s team in Cayman is very strong. We enjoy working with them a great deal.’
- ‘They are very professional and honest. If they cannot do something requested due to being too busy or a conflict, they will recommend someone else who would also be very professional.’
INSURANCE/REINSURANCE – TIER 2
- ‘Appleby is a go-to firm for complex financings, property, and high-net-worth structuring, with strong corporate and disputes support. Unlike peers more narrowly focused on investment funds, Appleby offers clients a broader, full-service platform enhanced by its cross-border regulatory expertise.’
- ‘In Cayman, the team stand out in regulatory matters for their technical precision combined with highly practical, solution-oriented advice. Our clients value their ability to navigate CIMA requirements smoothly and to anticipate regulatory concerns.’
TRUSTS/PRIVATE CLIENT – TIER 2
- ‘Very experienced and knowledgeable team.’
- ‘The team is highly knowledgeable in the industry, and will provide practical solutions to your needs.’
- ‘They are very approachable, knowledgeable, and listen to what you ask and apply that in full to your business needs.’
REGULATORY AND COMPLIANCE – TIER 3
- ‘In Cayman, Appleby are a go-to firm for complex financings, property, and high-net-worth structuring, with strong corporate and disputes support. Unlike peers more narrowly focused on investment funds, they offer clients a broader, full-service platform enhanced by cross-border regulatory expertise.’
- ‘The team at Appleby are responsive, engaged, and highly competent. We often have tight deadlines or very specific requests that require an understanding of our operations and multi-jurisdictional requirements, and we have found they are always up for the challenge, taking the time to truly understand before providing an answer. This level of personalised response is highly effective and a clear differentiator compared to our experience with other firms in the field.’
- ‘They have great legal and regulatory experience and are able to apply that in practice.’
INVESTMENT FUNDS – TIER 4
- ‘Availability, flexibility, and willingness of the team to listen to and digest the problem, then help solve it.’
Recognised Lawyers include:
Banking, Finance and Capital Markets
Leading Partners: Simon Raftopoulos, Ben Woolf, Caroline Barton
Next Generation Partners: Jacob MacAdam, Georgina Pullinger
Corporate and Commercial
Leading Partner: Simon Raftopoulos
Next Generation Partner: Dean Bennett
Other Key Lawyers: Alexandra Low, Vance Power
Dispute Resolution
Leading Partner: Sebastian Said
Next Generation Partner: Andrew Jackson
Other Key Lawyers: Alan Bercow, David Lee, Harriet Ter-Berg
Real Estate
Leading Partners: Norman Klein, Adam Johnson
Leading Associate: Tim Swallow
Other Key Lawyer: Kristina Ostertag
Trusts/Private Client
Leading Partner: Carlos de Serpa Pimentel
Other Key Lawyers: Marcus Staff, Jackson Messer,
Regulatory and Compliance
Next Generation Partner: Peter Colegate
Other Key Lawyer: Miriam Smyth
Investment Funds
Next Generation Partner: Sailaja Alla
Other Key Lawyer: Matt Mulry












