Dean is a Senior Associate in the Corporate department in the Cayman Islands. He advises on a wide variety of corporate and finance transactions with a particular focus on mergers and acquisitions (including public M&A and take privates), corporate restructurings and derivatives, structured products and repurchase and securities lending transactions. Dean has co-authored the Legal 500 M&A Country Comparative Guide (Cayman Islands Chapter) for 2018, 2019 and 2020.

Dean is experienced with ISDA and other industry standard trading and collateral documentation and regularly advises on netting and insolvency issues.

Dean is a member of Appleby Cayman’s corporate restructuring, distressed debt and special situations team with significant experience advising corporate trustees and creditors on debt defaults, restructurings, schemes of arrangement and enforcements.

Prior to joining Appleby, Dean was an Associate in the Structured Capital Markets team at Baker & McKenzie LLP in London, where he worked in the areas of capital markets, derivatives, financial regulation and structured finance. Dean also spent six months in Baker & McKenzie’s Moscow office working on a wide range of corporate and finance transactions across the CIS region. During his time at his previous law firm, Dean co-authored several articles and presented on derivatives regulation, clearing and regulatory capital.


Mergers & Acquisitions

  • Advising a large corporate on the US$4 billion disposal of its power and infrastructure assets to a private equity house
  • Acting for the purchaser on the take private of an AIM listed Cayman Islands company
  • Acting for a Canadian listed mining company on its US$700 million business combination with a TSX listed Cayman Islands company
  • Acting for an oil major on its US$1.6 billion acquisition of oilfield and pipeline assets

Derivatives & Finance

  • Advising leading global bank on establishing an innovative collateralised intermediated swap arrangement with a large fund
  • Providing netting opinions to a leading US bank covering transactions entered into with a Cayman LLC under its prime brokerage agreement, the New York and English law ISDA Master Agreement and credit support documentation and the Master Repurchase Agreement
  • Advising large US prime broker on the enforceability of its set-off arrangements under its OTC derivatives and futures trading agreements
  • Regularly advising leading US and European financial institutions in connection with their OTC derivative transactions entered into with Cayman counterparties
  • Regularly advising leading US financial institution on subscription finance and margin loan facilities with private equity borrowers
  • Advising large US corporate group in connection with an internal reorganisation and restructuring of its Cayman entities

Representative experience (prior to joining Appleby):

  • Advising fund manager on the restructuring of structured notes issued by Cayman issuer to a Cayman fund marketed to international investors
  • Advising leading corporate trustee as convertible bond trustee in connection with a UK scheme of arrangement of a LSE listed issuer
  • Advising leading corporate trustee as security and note trustee in connection with a payment default and acceleration and enforcement of a secured loan participation note issuance involving oil assets located in Azerbaijan held through offshore structure
  • Advising the trustees of a large UK pension scheme on a collateralised longevity swap transaction using a hybrid insurance/reinsurance structure with direct payments and collateral transfers between the scheme and reinsurer
  • Advising US fund manager on the establishment of a UCITS regulated fund to invest in OTC derivatives and FX forwards and on UCITS regulation
  • Advising European Rating Agency on the development of its UK covered bonds rating framework
  • Advising two leading European banks on hedging of interest rates in respect to a secured GBP400 million real estate finance loan facility


University of Kent (England), Bachelor of Laws (LLB), First Class Honours.


3 Mar 2020 | Deals

Appleby advises Mitsubishi UFJ Financial Group on its investment in Grab

Appleby acted as Cayman Islands counsel to MUFG on its USD706 million equity investment in ride-hail...

Contributors: Dean Bennett
20 Jan 2020 | Deals

Appleby advises on closing of Zedra acquisition

Corporate Partner Jacob MacAdam and Associate Dean Bennett, both based in Appleby’s Cayman Islands...

Contributors: Dean Bennett
24 Jun 2019 | Deals

Appleby advise Palatine Private Equity on its investment in SMP Partners

Appleby acted as legal counsel to Palatine Private Equity LLP (Palatine) on its recent investment in...

13 Dec 2018 | Deals

Appleby advises on ZEDRA’s acquisition of JP Integra Group

Corporate Partner Jacob MacAdam and Associate Dean Bennett, both based in Appleby’s Cayman Islands...

Contributors: Dean Bennett


13 Aug 2020 |

Special Purpose Acquisition Companies (SPACS) make a comeback

In this global article on SPACs we revisit the basics, then look to each of our key jurisdictions fo...

27 Jul 2020 |

The use of Cayman Islands Structures for SPAC IPOs

Special purpose acquisition companies (SPACs), also known as “blank cheque companies” or “shel...

Contributors: Dean Bennett
19 Jun 2020 |

Appleby authors Cayman Islands chapter of inaugural Blockchain 2020 Guide for Chambers Global

Appleby has authored the Cayman Islands chapter of Chambers and Partners’ inaugural “Blockchain ...

7 May 2020 |

Derivatives – Cayman Counterparty Considerations in Market Uncertainty

In this briefing we consider the enforceability of common set-off clauses found in OTC derivative tr...

Contributors: Dean Bennett

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