Contact Us

"*" indicates required fields

This field is for validation purposes and should be left unchanged.


Benjamin Woolf is a partner in the Corporate department and leads the Structured Finance practice.

Benjamin has significant experience within the structured finance sector representing issuers and investors alike on countless structured finance transactions, including primarily, CLOs, CRE CLOs, PACE securitisations and other structured lending transactions. He frequently works on securitisation, representing issuers and underwriters in both public and private offerings of securities backed by a variety of asset classes, including residential products and trade receivables.

Benjamin is a member of Appleby’s Scholarship & Student Committee mentoring students and assisting with their formal and informal training. Benjamin also volunteers at the Legal Befrienders Clinic providing pro bono advice in the Cayman Islands for the last eight years.

Before joining Appleby in 2011, Benjamin practised in London with Clifford Chance LLP and, subsequently, as a senior associate at Mayer Brown LLP where he worked primarily on securitisation.

Other experience includes restructuring and acquisition finance as well as public equity offerings and private placements in the oil and gas sphere.


IFLR1000 rates Benjamin as ‘highly regarded’ in the capital markets: debt, capital markets: structured finance and securitisation, and M&A practice areas. He is ranked in Chambers Global Guide 2023 and commended as “best in class in terms of knowledge, expertise, professionalism and responsiveness” with sources viewing him as “an exceptional banking lawyer who is versatile and can handle complex matters/transactions”. Legal 500 2022 recognised Benjamin as a ‘leading individual’ noting him as “highly responsive, pragmatic and commercial, yet extremely technical and capable of managing complex issues”. Legal 500 previously noted Benjamin as a “a smart lawyer who works tirelessly for his clients´ interests”. In 2018, he was identified among the world´s leading capital markets lawyers by Who´s Who Legal.

Qualifications & Education

Benjamin graduated from McGill University with an LL.B and B.C.L.

He was admitted as a Solicitor and called as a Barrister to the Alberta Bar in 2004 (non-practising), as a Solicitor in England and Wales in 2009 (non-practising) and as an Attorney-At-Law in the Cayman Islands in 2011.

“easily the best in the industry” “

The Legal 500

Related People

Matt Mulry

Partner: Cayman Islands

T +1 345 814 2958
E Email Matt

Alexandra Low

Senior Associate: Cayman Islands

T +1 345 814 2023
E Email Alexandra

Naomi Veniot

Associate: Cayman Islands

T +1 345 814-2982
E Email Naomi

Vance Power

Senior Associate: Cayman Islands

T +1 345 814 2793
E Email Vance

Appolina Winton

Senior Associate: Cayman Islands

T +1 345 814 2723
E Email Appolina

Tamanna Keir

Senior Associate: Cayman Islands

T +1 345 814 2066
E Email Tamanna

Dean Bennett

Partner: Cayman Islands

T +1 345 814 2980
E Email Dean

Adam Johnson

Partner: Cayman Islands

T +1 345 814 2983
E Email Adam

I need to
  • Select your option
  • find a lawyer
  • find an office
  • contact you