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Described as “one of the best of his vintage,” Henry is widely recognised as a leader in his field and currently heads the Sinclair Gibson litigation team. He acts for a diverse range of clients, including private individuals, privately owned companies, trustees, family offices, and offshore law firms. Henry specialises in contentious trusts matters, working on cases both offshore and onshore, where he often addresses issues with a commercial dimension. He also has a wealth of experience in advising on disputes over closely held family companies and disputes concerning inheritance, estates and executors’ malpractice. He is well-versed in claims under the Inheritance (Provision for Family and Dependants) Act 1975 having advised in several substantial cases.
Prior to his legal career, Henry worked in the investment management sector, which affords him valuable insight when acting for private clients who are suing their professional advisors for negligent investment of their funds.
Alongside his work in the contentious trusts and estates space, Henry has built a respected practice acting for offshore law firms in Privy Council appeals, where he is one of the most instructed solicitors in the City. In common with the firm’s international contentious and non-contentious trusts expertise, Henry has been instructed in some of the most high profile and groundbreaking appeals to the Privy Council in the sphere of trust law over the last two decades, as well as appeals of major constitutional significance to their jurisdictions. He has also overseen cases through the Court of Appeal and Supreme Court in the UK.
Henry is regularly recognised in the legal directories. Legal 500 praises him as “straight-talking, commercial, and excellent on tactics,” while Chambers describes him as “extremely calm under pressure and unflappable.” Clients value Henry’s calm authority, strategic clarity, and sound judgement in navigating complex and emotionally sensitive disputes. Known for his measured and thoughtful approach, he is highly sought after in high-value matters requiring discretion, focus, and tactical precision.
Henry is ranked in both The Legal 500 and the Chambers & Partners HNW guide. These rankings are based on independent research conducted by the respective publications and feedback from the firm’s clients, peers and
“He’s sensible in working out how to deal with the problems arising in the case. He’s got a gentle manner and a good client manner.”
“Henry is really collaborative, really knows his stuff and is really sensible.”
Chambers HNW 2024
“He’s incredibly practical, pragmatic and a very fine solicitor”
“He’s very friendly, thoughtful, astute and he works well with everyone”
Chambers HNW 2020
“Henry Hickman is very sensible and very level headed”
“He fights hard for his clients, but doesn’t take silly points. He’s bright and he’s quick”
Chambers HNW 2019
Henry joined the firm as a newly-qualified solicitor in 2005, becoming a partner in 2015.
1995 – 1998 University of Bristol (BA) – History of Art
1999 – 2001 College of Law, London – CPE and LPC
Full member of ACTAPS (Association of Contentious Trust and Probate Specialists)
“He is very smart, good at the law and very smooth with clients with fractious issues. He is good at being firm but fair with clients and managing clients through the whole process.”
Chambers HNW 2025