Winston specialises in property, commercial and insolvency litigation. He provides advice, drafting and advocacy to clients across these specialisms. He has appeared as sole counsel at all levels up to the Court of Appeal and has twice drafted notice of objection to permission to appeal in the Supreme Court. He appeared in the Court of Appeal for the successful Appellant in Elim Court RTM Co Ltd v Avon Freeholds Ltd  EWCA Civ 89;  Q.B. 571, an important decision on the validity of statutory notices subject to trivial defects. He regularly appears in the High Court, the County Court, the First-tier Tribunal and the Upper Tribunal in petitions, applications and trials.
Winston also has experience in professional disciplinary proceedings. He regularly advises and represents the Bar Standards Board before the Bar Disciplinary Tribunal and the Interim Suspension Panel. He also represents it on appeal in the High Court in relation to appeals against findings of professional misconduct and/or sanction and before the Appeal Panel in relation to appeals against administrative sanctions.
Please click on a specialism link below for more details of his experience in the relevant practice area.
Winston is valued by his clients for his comprehensive advice and thorough preparation for court appearances. He has provided insolvency training to internal lawyers at the Bar Standards Board. He has provided lectures on various topics to solicitors, corporate lay clients and the judiciary. He edits the Tenant arrears and bankruptcy section of the RICS isurv website.
Winston accepts direct instructions on a public access basis.
He was appointed a Deputy District Judge on the South Eastern Circuit in May 2020.
His reported cases include:
- A1 Properties (Sunderland) Ltd v Tudor Studios RTM Co Ltd  UKUT 27 (LC);  L. & T.R. 11: following Elim Court v Avon Freeholds  EWCA Civ 89, the Upper Tribunal considered that an RTM company’s failure to serve a claim notice on an intermediate landlord with no management responsibilities did not invalidate its claim, whether or not the failure was deliberate. The Supreme Court has given permission for a leapfrog appeal to determine whether Elim Court was wrongly decided.
- Sturgiss v Boddy  L. & T.R. 12: tenancy deposit penalty claim under s. 214 of the Housing Act 2004 available to tenants who paid deposit to outgoing tenants rather than direct to landlord.
- Yasin v Whitmore Law Solicitors  EWHC B30 (Costs);  Costs LR 1219: Supreme Court Costs Office held that a client could request detailed assessment of a solicitor’s gross sum bill under s. 64(3) of the Solicitors Act 1964 more than 12 months had passed since delivery of the bill and no special circumstances existed to justify assessment under s. 70(2)-(3).
- Q Studios (Stoke) RTM Co Ltd v Premier Grounds Rent No. 6 Ltd  UKUT 197 (LC);  H.L.R. 44: Upper Tribunal considered what constitutes a flat for the purposes of the Commonhold and Leasehold Reform Act 2002, s. 112(1), and when premises are occupied for residential purposes within meaning of 2002 Act, Sch. 6.
- Elim Court RTM Co Ltd v Avon Freeholds Ltd  EWCA Civ 89;  Q.B. 571: Court of Appeal considered the correct approach to non-compliance with statutory notice provisions in context of notices seeking the right to manage.
‘Thank you for your help in this multi track trial. The outcome was an unconditional victory, and the clients were very impressed with your performance. As they put it: ‘we believe you all could not have fought harder for us and we certainly couldn’t have wanted for any more. Winston was outstanding. He ran rings around the opposition’: John Gordon, Partner, Wilson Browne Solicitors
‘I recently instructed Winston in a complex property damage and boundary case. He provided invaluable advice throughout the process; in particular, on preparation of evidence and settlement offers. His most important contribution was his advocacy at trial. Winston was a highly effective advocate with a good understanding of the law and the complex factual background. He was able to use his knowledge deftly in cross-examination, including of an expert witness. We were able to achieve a great outcome for the client and an indemnity based costs award’: Toby Walker, Head of Dispute Resolution, Hedges Law
‘We are very grateful to Mr Jacob for his assistance and confirm that our client was very happy with the outcome’: Mary Rouse, Senior Associate, Wright Hassall LLP
‘Winston was absolutely brilliant and we would very much like to keep him on board for the entirety of this case if at all possible’: lay clients
- 2005 Called to the Bar (Middle Temple)
- 2004-2005 Bar Vocational Course (Very Competent)
- 1997-2000 Balliol College, University of Oxford, MA (Hons) in Jurisprudence
- Chancery Bar Association
Before joining the Bar, Winston worked in the Commercial Litigation Department of Norton Rose and in the Insurance/Reinsurance Department of CMS Cameron McKenna. Before joining Chambers, he worked as a solicitors’ agent, attending hearings on a daily basis in the County Courts and the Royal Courts of Justice in property, insolvency, consumer credit, contract and debt recovery matters.