Oliver is great on his feet and quick to reassure clients with a friendly smile. He provides a sound strategy to achieve a client’s goal without getting lost in ancillary matters, cutting through the noise and focussing on the important issues.”

The Legal 500 2024, Chancery, Probate and Tax

Oliver has a specialist practice that focuses on wills and trusts, and real estate matters, and the overlap between them.  He is regularly instructed as an advocate, advisor, and mediator in a wide range of disputes.

Recent cases include:

  • Disputes over the validity of wills
  • Interpreting wills and trust documents
  • Removing executors
  • Claims under Inheritance (Provision for Family and Dependants) Act 1975
  • Authorisation of gifts and other applications in the Court of Protection
  • Proprietary estoppel and co-habitee claims
  • Adverse possession
  • Landlord and tenant
  • Rights of way
  • Boundaries disputes.

He is a trained mediator and accepts direct access instructions.

Directory Quotes

Oliver continuously delivers excellent work both on paper and in person at mediations and hearings. His skill and expertise is evident on every instruction and the quality and promptness of his work never falters. In addition to his impressive breadth of knowledge, he is proficient in interacting with clients and always gives every case 100%.”

The Legal 500 2024, Agriculture

Oliver grasps complex issues very quickly. He is technically good and gives sound reliable advice. The way he presents in court is very calm and forthright. ‘He is on top of the details and is able to advise the clients on the weaknesses on the other side’s position. He gives an air of confidence that is impressive.’ “

Chambers UK 2024, Real Estate Litigation

Not only is Oliver incredibly knowledgeable but importantly he is able to build a good rapport with clients and provide sensible and commercial advice.’”

The Legal 500 2024, Court of Protection and Community Care

Oliver is a highly skilled barrister whose skill and expertise is evident on every instruction. In addition to his impressive breadth of knowledge, he is incredibly skilled in interacting with clients.’

The Legal 500 2024, Property and Construction

Oliver is superb, very focused, technically sound and detail-orientated. ‘He has a broad practice and always provides us with practical, no-nonsense advice. He is a strong advocate in court’ ‘He is great; very personable and approachable and so solution-orientated.’ ‘He is extremely brainy, very modest and good with clients.’ “

Chambers UK 2024, Chancery

Oliver is an excellent problem solver with a forensic eye for detail. His reassuring and calming style is a real asset.”

The Legal 500 2023, Chancery, Probate and Tax

Oliver’s advice was first rate. He is very capable and does a thorough job in advising and representing when it comes to contentious trusts and probate disputes.’ ‘Oliver is unflappable, thorough, knowledgeable and great with clients. He is extremely approachable.’ ‘Mr Wooding is incredibly academic and thought-provoking in his review of a case. Any submissions made are incredibly well thought out and thorough.’ ‘Oliver is able to identify the key issues in extremely complex and technical matters.”

Chambers UK 2023, Chancery

Oliver is very knowledgeable and experienced. He is able to quickly get to grips with complex information, clients feel understood when represented by him, and he works well under pressure.”


Mr Wooding is incredibly academic and thought-provoking in his review of a case. Any submissions made are incredibly well thought out and thorough. He is also excellent with clients, providing a calm and reassuring hand in highly emotional and difficult matters.’ ‘Oliver excels at both advocacy and advice on complex issues and is very popular with clients.”

Chambers UK 2023, Real Estate Litigation

Oliver is excellent with clients. He is able to strike a good balance between being authoritative and empathetic in what are often very sensitive matters. His advice is thorough and reliable.”


Oliver is absolutely solid. He has an excellent knowledge of the practice area, and his reassuring and calming style is a real asset.”

Legal 500 2023, AGRICULTURE

Oliver is technically very astute and has a great bedside manner; he is empathetic and explains things in an understandable manner. He is really quick on his feet and is very bright. He is fantastic for the crossover with farming clients and is very user-friendly and great to work with.”

Chambers UK 2022, Real Estate Litigation

Oliver is very experienced in contentious trust and probate work. An excellent advocate, quick on his feet, has gravitas and is very personable.”


He is incredibly calm and thoughtful as to the objectives that the client has. He is a safe pair of hands, approachable and knowledgeable. He is very good at putting clients at ease and is a problem solver.”


Seminars & Events

  • Qualifications & awards:

    • BA (Hons) Modern History (Oxon.)
    • M.St Modern History (History of the United States of America) (Oxon.)
    • GDL (City)
    • Exhibitioner of Lincoln College, Oxford (2003-2005)
    • Scholarship from the Rhodes Trust (2003)
    • Queen Mother Scholar
    • Harmsworth Entrance Exhibitioner of Middle Temple (2007-2009)
  • Professional memberships:

    • ACTAPS (Associate Member)
    • STEP (Affiliate Member)
    • Chancery Bar Association
    • Agricultural Law Association
    • Court of Protection Bar Association
    • Property Bar Association
  • Oliver Wooding is regulated by the Bar Standards Board (BSB) and holds a current practising certificate. If you are not satisfied with the service provided, please read here.