Simon Dickson

Overview

I am a Partner in the Litigation and Insolvency team in our Cayman Islands office with extensive experience in insolvency and restructuring matters, valuation disputes and fraud and asset tracing.

I am instructed by financial institutions in respect of the largest and most complex disputes currently before the Courts.

In the last decade, I have acted in most of the major insolvency matters including Madoff, Sphinx, Belmont and DD Growth and currently act for the creditors in the liquidations of Platinum Partners, the Direct Lending Income Fund and the collapse of the Abraaj Group. I led the team in the Arcapita Bank restructuring and have advised in other high profile matters including Zohar Funds, Luckin Coffee, China Fishery Group, Ocean Rig and Founding Partners. I have also acted for the dissenters in fair value appraisal cases such as Nord Anglia and currently represent a large dissenter group in the appraisal of Sina Corporation.

Professional qualifications

• Called to the Cayman Islands Bar, 2002
• Called to the Bar of England and Wales, 1998 (currently non-practising)
• Harmsworth Scholar (Middle Temple), 1998
• Fellow of INSOL

Memberships

• The Honourable Society of the Middle Temple
• Insolvency Lawyers' Association
• Recovery and Insolvency Specialists Association (Cayman)
• INSOL

What the directories say

In Legal 500 Caribbean 2025, Simon is ranked as a Leading Partner in Dispute Resolution. A source comments: "Simon Dickson is an outstanding lawyer, a great tactician and brilliant with clients. Discussing legal issues with him always produces additional insights and he is great at seeing the big picture in terms of litigation strategy. He also has acute commercial instincts and is brilliant at working with clients to identify strategic objectives and how they can be accomplished."

In Legal 500 Caribbean 2024, Simon is ranked as a Leading Individual in Dispute Resolution. 

In Chambers and Partners Global 2024, Simon is individually ranked in Dispute Resolution. He is described as having "deep knowledge of the law and his market." Another source adds: "Simon Dickson is extremely bright, very focused, and he asks left-field questions which turn out to be on point."

In Chambers and Partners Global 2023, Simon is individually ranked in Dispute Resolution. A source in the guide says: "Simon is extremely knowledgeable."

In Legal 500 Caribbean 2023, Simon is recognised as a Leading Individual for Dispute Resolution.

"He is a sensible and deep thinker who is able to encapsulate his advice very pithily. I found him to be a very cool customer." "He has a very rational thought process and authoritative air in the way he approaches things." Chambers and Partners Global 2022. 

Chambers and Partners Global 2021 report Simon to be,"calm under pressure, with a masterful knack for identifying the potential ramifications of big litigation decisions." The directory adds that he is "on top of the details" and notes his "straightforward" advice.

"Very attentive to details and a very articulate advocate", Chambers and Partners 2020.

"An exceptional lawyer who has a good sense of how to move cases along and goes above and beyond." Chambers and Partners 2019.

"Very commercial in his approach delivering outstanding work." Legal 500 2019.

"A lawyer who brings great judgement to cases." Chambers and Partners 2017.

"Exceptional at tactics." Chambers and Partners Global 2016.

"Superb." Chambers and Partners 2015.