
Appleby is a key port of call for major financial institutions, sponsors, and multinationals on cross-border acquisitions, investments, IPOs, and carve-out transactions. The practice, which has notable activity in public company M&A, takeovers, de-SPACs, and equity capital markets, is led by Simon Raftopoulos, who represents clients in capital markets, private equity, fund finance, M&A, and leveraged buyouts. Jacob MacAdam is active across corporate finance, private equity, insurance, and regulatory matters, while Dean Bennett advises on strategic acquisitions, investments, and divestitures in the technology, energy, and infrastructure sectors.
Legal 500 Editorial commentary
Testimonials
Collated independently by Legal 500 research team.
- ‘The Appleby team is exceptionally well-organised, collaborative, and dependable. Their ability to coordinate seamlessly across departments ensures consistent and efficient support, even on time-sensitive or multi-faceted matters. The team demonstrates strong attention to detail, clear communication, and a proactive approach to managing regulatory and corporate requirements.'
- 'What distinguishes the group is their professionalism, consistency, and depth of experience across the full spectrum of Cayman corporate and funds work. They are reliable, easy to work with, and consistently deliver high-quality advice.'
- ‘Jacob Macadam stands out for his sharp legal mind, calm professionalism, and consistently commercial approach. He combines deep technical knowledge of Cayman Islands law with the ability to distill complex issues into practical, client-focused solutions. Jacob is highly responsive, thoughtful in his advice, and adept at navigating both straightforward and sensitive matters with clarity and confidence.'
‘Extremely professional and responsive team.'
‘Dean Bennett usually leads all of the projects that I have instructed the firm to carry out, and he has been phenomenal. The team is always well-staffed with their people possessing the right set of skills and experience.’
‘My main contact is Dean Bennett. He is very knowledgeable and very good at negotiations.'
Key clients
- Namib Minerals
- Tether
- Twenty One Capital
- Brookfield Asset Management
- RFA Capital Holdings
- Argus Group Holdings Limited
- Cartica Acquisition Corp
- JTC PLC
- GSR III Acquisition Corp
- Hunt Oil Company
- Gabon Oil Company
- Wafra Inc
Work highlights
Acted as Cayman Islands counsel to Namib Minerals on its completed de-SPAC merger with Hennessy Capital Investment Corp. VI. The deal was valued at USD$500M – setting the record as Africa’s Largest De-SPAC deal to date.
Acted as Cayman Islands counsel to Tether on forming Twenty One Capital, Inc. and its $3.6bn business combination with Cantor Equity Partners, a Cayman SPAC. Backed by Tether, Bitfinex, and SoftBank, Twenty One will launch as the first Bitcoin-native public company with over 42,000 Bitcoin, the world’s third-largest treasury.
Advised Hunt Oil Company on the sale of a 15% equity interest in Peru LNG Company LLC (PLNG) to MidOcean Vicuna Holdings Ltd.
Lawyers
Leading partners
The strongest partners in their field, leading on market-leading deals and endorsed by peers and clients alike.

Next Generation Partners
Junior partners with significant recognition from clients and peers in the market and key roles on multiple matters.
Practice head
Simon Raftopoulos
Other key lawyers
Jacob MacAdam; Dean Bennett; Alexandra Low; Vance Power

