Call: 2019
“Holly’s advocacy is clear, focused and direct. Clients find her engaging.”
Legal 500 (2025)
Holly Challenger is a self-employed, independent barrister whose practice is regulated by the Bar Standards Board [Bar Council Ref 71987]. She is fully insured with the Bar Mutual Indemnity Fund [BMIF Ref 2360/090] to provide legal services; please refer to the BMIF website for full details of the world-wide cover provided. Holly is registered for VAT under the reference 518628863.
Holly is a specialist private client practitioner, working both onshore and offshore. Having initially spent several years in England developing an onshore practice, Holly was called to the Bar of the British Virgin Islands in July 2024, and subsequently spent almost two years working as an Associate in the Dispute Resolution team of a leading offshore firm in the BVI. During that time, she gained experience in a variety of offshore and cross-border matters. She regularly appeared (both led and unled) before the BVI High Court and Commercial Court in respect of trusts and estates litigation. Holly holds a current BVI practising certificate.
Holly was ranked as a ‘Rising Star’ by the Legal 500 in both the 2024 and 2025 editions for her English private client work. She is described as ‘very knowledgeable about the law relating to probate claims’.
Holly is an effective advocate and has significant experience in the English High Court and County Courts. She is comfortable working unled in respect of complex matters, but is equally comfortable being led as part of a larger team. The Legal 500 describes her as a “junior with a collaborative approach”.
Holly’s practice focuses on:
Holly is a member of the Chancery Bar Association, the Contentious Trusts Association, and the BVI Bar Association.
Holly has significant experience dealing with contentious private client matters, both onshore and offshore. Some examples of her work include:
Holly has a particular interest in offshore work, having spent almost two years working for a leading firm in the BVI. Some recent examples of her offshore work include:
Holly is regularly instructed in respect of non-contentious private client matters. Her experience includes:
Holly has experience advising in relation to charity law and incidental matters, including matters arising from bequests to charities within wills (in particular, construction disputes or issues arising from the misidentification of charitable beneficiaries).
She is comfortable advising in respect of the construction and validity of testamentary gifts to charities (including conditional, residuary and purpose-specific gifts), advising on failed charitable gifts (including circumstances where the named charity has ceased to exist, never existed or has been misdescribed) and advising on the application of the cy-près doctrine.
Holly has experience representing clients during various forms of ADR, particularly at mediation.
She is frequently instructed to:
Holly is also experienced in preparing CPR 21.10 approval applications where matters involve minors or protected parties, and she can provide the required Opinion for the Court in such matters in order to ensure that settlements reached are properly enforceable.
Ten Old Square is delighted to welcome Holly Challenger as a new tenant from 1st…