Simon Raftopoulos is a partner and a member of the Corporate Finance and Private Equity teams. He represents clients in a wide variety of corporate finance transactions, including private equity and fund finance, joint ventures, mergers, acquisitions, leveraged buyouts, initial and secondary public offerings and private placements of equity and debt securities. Simon also represents clients on large private equity transactions and his team has a deep PE formation and transactional presence in Cayman.

Prior to joining Appleby, he was an associate in the Banking and Financial Services Group of Mathesons in Dublin.

Simon has consistently been ranked since 2012 and is highly rated globally across the leading legal directories. For 2019, he has been recognised by Who´s Who Legal as one of the world´s leading banking lawyers and ranked as a ´market leader´ in IFLR1000. Chambers Global described him as a “brilliant lawyer, with excellent and creative ideas for complex issues”. For 2019 he is ranked as a ‘leading individual’ and in 2018, he was a ´recommended´ lawyer in Legal 500 and described as “very technically sound, a problem-solver and extremely knowledgeable on Cayman law” in Chambers Global. Also in 2018, Simon has been recognised in the Merger & Acquisition chapter of Who’s Who Legal: M&A and Governance. He is quoted as earning his praise within the legal industry for his “precise and definitive” advice in Chambers Global 2016 and a “great banking lawyer who is extremely practical” in Chambers Global 2015. Legal 500 2015 reports that he is the “technically brilliant” global private equity head. Chambers Caribbean 2014 reported clients had this to say about Simon: “He provides really good service, and is very responsive and great when we need things done within a quick timeframe”.

Simon also participates regularly at conferences and seminars, and provides commentary to international and local media. He has been a contributing author to the Global Legal Insights Fund Finance publication since its inception. He also participated in the MandA.TV Leaderboard Interviews at the 2013 Cross Border M&A Advisor Symposium and spoke on the subject of ´Trends in Offshore M&A´. Simon also received the ´Finance Deal Maker of the year´ award in 2014.

Simon holds the Securities Institute International Capital Markets Qualification.

In the Cayman Islands, Simon has also been involved in undertaking pro bono charitable work at the Family Resource Centre.




Recent transactional highlights include:

  • Advising Fosun International in connection with the successful USD2.billion acquisition of Ironshore Insurance.
  • Advising Riverstone in connection with an initial public offering of the shares of Riverstone Energy Limited on the London Stock Exchange.
  • A leading upstream oil and gas focused private equity firm in successfully closing its US$3.5 billion fund.
  • The seller, as Cayman counsel, in connection with a US$1.9 billion acquisition of Central American banking firm BAC-Credomatic by Colombian banking conglomerate Grupo Aval (subject to regulatory approval and conditions).
  • The investors on the US$7.6 billion restructuring of the Education Media and Publishing group which was one of the largest of its type in Irish corporate history.
  • A leading offshore drill rig company and certain of its Cayman subsidiaries in the acquisition and/or transfer of drilling rigs, each valued at approximately half a billion US dollars.




Blackhall Place (Ireland)

University of Johannesburg (South Africa)

“[Simon] is always very responsive and gets things done in an organised and efficient process, so working with him is a real pleasure.”

Chambers Global


24 Sep 2019 | News

Appleby Sponsor 3rd Annual APAC Fund Finance Symposium

Appleby Hong Kong Partner, Fiona Chan, is speaking at the 3rd Annual APAC Fund Finance Symposium ...

Contributors: Fiona Chan
15 Aug 2019 | News

Changes to Cayman Islands corporate disclosure requirements

Both Amendments are in force, except as noted below. They make certain information related to compa...

Contributors: Simon Raftopoulos
17 Jun 2019 | News

Appleby sponsors 5th annual European Fund Finance Symposium

Appleby is proud to be a platinum sponsor of the European Fund Finance Symposium, taking place in Lo...

19 Mar 2019 | News

Appleby sponsors 9th Global Fund Finance Symposium

Appleby continues to be a major contributor and platinum sponsor to the Global Fund Finance Associat...

Contributors: Anna-Lise Wisdom
10 Dec 2018 | News

Appleby Cayman advises on the take private AmTrust

Jacob MacAdam and Simon Raftopoulos, partners in Appleby’s Cayman Islands office, have advised on ...

Contributors: Simon Raftopoulos


4 Feb 2019

Appleby contributes five chapters to Global Legal Insights – Fund Finance 2019: Cayman Islands

The Subscription Credit and Fund Finance markets have continued to grow steadily into the third quar...

Contributors: Anna-Lise Wisdom
1 Feb 2019

Private Equity Trends to Look Out for in 2019

1. Prevailing market conditions - Despite continuing global geo-political risks and uncertainty, pri...

Contributors: Jacob MacAdam

Related People

Tim Swallow

Associate: Cayman Islands

T +1 345 814 2977
E Email Tim

Quinton Tse

Associate: Cayman Islands

T +852 2905 5767
E Email Quinton

Farrah Miller

Associate: Cayman Islands

T +1 345 814 2026
E Email Farrah

Pamela Edwards

Associate: Cayman Islands

T +1345 814 2069
E Email Pamela

Dean Bennett

Associate: Cayman Islands

T +1 345 814 2980
E Email Dean

Alexandra Simpson

Senior Associate: Cayman Islands

T +1 345 814 2704
E Email Alexandra

Peter Colegate

Counsel: Cayman Islands

T +1 345 814 2745
E Email Peter