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Jacob MacAdam is a Partner in the Corporate Finance, Private Equity, (Re) Insurance and Regulatory practice groups at Appleby. He has extensive experience in corporate finance, banking and finance, fund finance, joint ventures, mergers, acquisitions, leveraged buyouts and capital markets transactions. Jacob also frequently advises on (re) insurance and is the Co-Head of Appleby’s Cayman Islands (re) insurance team.  Jacob has deep regulatory expertise, particularly in the banking, (re) insurance and fiduciary space.

Jacob joined Appleby in 2011. Prior to that he worked in the London office of Gibson, Dunn and Crutcher in their corporate finance group.


Jacob is ranked as a ´Highly Regarded´ by IFLR1000. He is also ranked as a ‘Next Generation Partner’ in Legal 500 2023.  They describe him as being ‘well-regarded for his corporate finance and regulatory expertise’ with clients describing him as ‘Providing high-quality commercial, attentive and responsive advice.  Always a real gentleman and a pleasure to deal with.’ He is also recognised by Legal 500 for his Insurance Reinsurance work with clients describing him as ‘Providing consistently sound advice on complicated matters.’

Jacob is the author of the Legal 500 2023 M&A Country Comparative Guide (Cayman Islands Chapter).

Qualifications & Education

  • University of Exeter (England)
  • The College of Law (Guildford, England)

“Jacob provides high-quality, commercial, attentive and responsive advice. Always a real gentleman. A pleasure to deal with.”

The Legal 500

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