Oliver Caplan

Year of Call: 2007


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Profile
  • 'Oliver Caplan adds value to the case and goes the extra mile in terms of the advice.'

    Chambers and Partners (2024) - Social Housing
  • 'Oliver Caplan is very approachable and very good at making quite complex issues seem far more straightforward for the clients as well as solicitors to understand.'

    Chambers and Partners (2024) - Social Housing
  • 'Oliver provides reasoned advice, is very good on paper and with clients and always tries to find the practical solutions behind the law.'

    Chambers and Partners (2024) - Commercial Dispute Resolution
  • Oliver is a very thorough barrister, but also very attentive, he has a good grasp of each case.'

    Chambers and Partners (2024) - Chancery
  • 'Oliver provides pragmatic advice, and he goes out of his way to be available on cases.'

    The Legal 500 (2024) - Social Housing
  • 'Oliver is a strong advocate with an excellent commercial sensibility and great client handling skills.'

    The Legal 500 (2024) - Company and Insolvency
  • 'One of Oliver’s greatest strengths is his ability to consider what will often be a substantial amount of documentation, yet still be able to quickly identify the issues in dispute. Another key strength is his approachability, as one does not feel reluctant to float ideas regarding potential case strategy or their own view of the case with him.'

    The Legal 500 (2024) - Chancery, Probate and Tax
  • 'Oliver has excellent and forceful advocacy skills, he is liked and respected by the Judiciary and he is attentive, engaged and a quick-thinker.'

    The Legal 500 (2023) - Social Housing
  • ‘Oliver is excellent at putting clients at ease.’

    The Legal 500 (2023) - Chancery, Probate and Tax
  • 'His strengths are his attention to detail, the fact that he grasps issues in cases quickly and that he provides sensible advice.'

    Chambers and Partners (2022)
  • Ranked for Social Housing

    Legal 500 (2022)
  • Ranked for Chancery, Probate and Tax

    Legal 500 (2022)
  • "...well versed in acting for vulnerable clients, including those with mental health issues."

    Chambers and Partners (2021)
  • ‘Oliver successfully combines having a good knowledge/skill-set, with a personable approach to both instructing solicitors and clients.’

    The Legal 500 (2021)
  • Has ‘an understanding manner with clients supported by tenacious advocacy‘, and is a go-to junior for trust disputes.'

    The Legal 500 (2021)
  • 'Proactive, engaging and willing to go the extra mile.'

    Chambers and Partners (2020)

Education

University of Leeds: LLB (2.1)
Manchester Metropolitan University: Bar Vocational Course (Very Competent)


Professional Memberships

Northern Circuit of the Bar
Northern Circuit Commercial Bar Association
Court of Protection Practitioners Association (CoPPA)
Appointed to the Attorney General’s Civil Regional A Panel - 2023

Ranked for Social Housing - Chambers UK (2023)
Ranked for Chancery, Probate and Tax - Legal 500 (2023)
Ranked for Social Housing - Legal 500 (2023)


  • 'Oliver Caplan adds value to the case and goes the extra mile in terms of the advice.'

    Chambers and Partners (2024) - Social Housing
  • 'Oliver Caplan is very approachable and very good at making quite complex issues seem far more straightforward for the clients as well as solicitors to understand.'

    Chambers and Partners (2024) - Social Housing
  • 'Oliver provides reasoned advice, is very good on paper and with clients and always tries to find the practical solutions behind the law.'

    Chambers and Partners (2024) - Commercial Dispute Resolution
  • Oliver is a very thorough barrister, but also very attentive, he has a good grasp of each case.'

    Chambers and Partners (2024) - Chancery
  • 'Oliver provides pragmatic advice, and he goes out of his way to be available on cases.'

    The Legal 500 (2024) - Social Housing
  • 'Oliver is a strong advocate with an excellent commercial sensibility and great client handling skills.'

    The Legal 500 (2024) - Company and Insolvency
  • 'One of Oliver’s greatest strengths is his ability to consider what will often be a substantial amount of documentation, yet still be able to quickly identify the issues in dispute. Another key strength is his approachability, as one does not feel reluctant to float ideas regarding potential case strategy or their own view of the case with him.'

    The Legal 500 (2024) - Chancery, Probate and Tax
  • 'Oliver has excellent and forceful advocacy skills, he is liked and respected by the Judiciary and he is attentive, engaged and a quick-thinker.'

    The Legal 500 (2023) - Social Housing
  • ‘Oliver is excellent at putting clients at ease.’

    The Legal 500 (2023) - Chancery, Probate and Tax
  • 'His strengths are his attention to detail, the fact that he grasps issues in cases quickly and that he provides sensible advice.'

    Chambers and Partners (2022)
  • Ranked for Social Housing

    Legal 500 (2022)
  • Ranked for Chancery, Probate and Tax

    Legal 500 (2022)
  • "...well versed in acting for vulnerable clients, including those with mental health issues."

    Chambers and Partners (2021)
  • ‘Oliver successfully combines having a good knowledge/skill-set, with a personable approach to both instructing solicitors and clients.’

    The Legal 500 (2021)
  • Has ‘an understanding manner with clients supported by tenacious advocacy‘, and is a go-to junior for trust disputes.'

    The Legal 500 (2021)
  • 'Proactive, engaging and willing to go the extra mile.'

    Chambers and Partners (2020)

Since completing pupillage in 2011 Oliver has forged a broad Business and Property practice and a stellar reputation on and off circuit, regularly receiving national instruction.

Oliver undertakes a wide range of advisory, drafting, mediatory and advocacy works dealing with high-value and complex matters. He has extensive experience in acting for and advising individuals, companies and local authorities and adopts a pragmatic and straightforward approach, tailored to the specific needs of the client. Oliver’s approach to litigation is keenly focused upon the narrowing of issues between parties to ensure the practical and inexpensive resolution of disputes.

Oliver regularly appears in the High Court, County Court and Land Registration and Residential Property Tribunals.

Oliver’s practice is primarily focused upon real property, landlord and tenant, social housing, trusts of land, contract, company, consumer credit, partnerships, personal and corporate insolvency, wills and trusts, contentious probate, court of protection, professional negligence, banking, sale of goods and sports.

Oliver was ranked as a Leading Junior in the Legal 500 (2022) in the practice areas of Chancery, Probate and Tax and Social Housing and is also ranked in Chambers & Partners (2022) in the area of Social Housing.

View Notable Cases

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Marla International Limited v Ready4S Limited [2021] EWHC 1968 (Ch).

Oliver represented the Defendant upon an application to set aside Judgment in default. The Claimant pursues its claim on the basis of alleged breaches of an app development contract, misrepresentation and fraud. Further, the Claimant seeks declarations as to intellectual property rights vesting in developed source code. The Claimant claims damages in excess of £1m.

Oliver appeared before Deputy Master Raeburn upon a 2 day application upon which Judgment was set aside in relation to particular allegations of breach of contract and misrepresentation pertaining to fraud. Both parties are presently appealing the decision, permission applications pending.

 

  1. Staffordshire Moorlands District Council v Ball.

Oliver represented the Defendant upon a claim for possession of land. The Defendant occupied the land believing the same to belong to him. The Defendant counterclaimed adverse possession.

Oliver appeared before HHJ Salmon upon a 7 day trial. Whilst HHJ Salmon found for the Claimants upon the facts, he agreed with the Defendant’s legal analysis that 1) whilst a tenant’s occupation of adjacent land would ordinarily accrue to the landlord this was a rebuttable presumption; 2) upon a Section 98 defence the period for establishing adverse possession could accrue concurrent to developing possessory title of unregistered adjacent land.

 

Secretary of State for Business, Energy and Industrial Strategy v Roth

Oliver represented the Claimant upon a claim for disqualification of the Defendant as a company director pursuant to Section 6 of the Company Directors Disqualification Act 1986. The Claimant alleged that he had caused a company to trade to the detriment to HMRC. The Defendant defended on the basis that tax matters were left principally to his co-director and company accountant.

Oliver appeared before HHJ Halliwell upon a 3 day trial following which he disqualified the Defendant for a period of 3 years. Notwithstanding the corporate structure the Defendant was unable to absolve himself of his individual responsibilities.

 

Chetwyn v Walley

Oliver represented the Claimant. The Deceased, having prepared 2 wills, appointed the Defendant as executor on the earlier and the Claimant upon the later. The Claimant made distributions from the estate pre-grant upon the encouragement of the Defendant. The Claimant sought pronouncement of the later will. The Defendant alleged that the later Will was invalidly attested.

Oliver appeared before DJ Obodai upon a 2 day trial. She found the later will had been properly executed and the Defendant’s evidence was unreliable. She directed that the Defendant meet the Claimant’s costs, finding that allegations of intermeddling had not been made out.

 

Stoke on Trent City Council v H

Oliver represented the Defendant upon a claim for possession of a residential property let by way of introductory tenancy. The Defendant suffered from mental and physical health conditions and was disabled for the purposes of the Equality Act 2010 (EA 2010). The Defendant defended on the basis of, inter alia, alleged direct and indirect discrimination under EA 2010 (PSED), breach of the Claimant’s Public Sector Equality Duty under Section 149 EA 2010 and the Defendant’s convention rights under the Human Rights Act 1998.

Oliver appeared before Recorder Bacon QC upon a 3 day trial. The Judge found the Council to have indirectly discriminated against the Defendant and that it had breached the PSED. Moreover, he found the Council to have failed to properly consider options available to it, alternative to possession. Accordingly, the Claim was dismissed.


Commerz Real Investmentgesellschaft mbH v TFS Stores Limited [2021] EWHC 862 (Ch)

Oliver represented the Defendant upon a Summary Judgment application.
Upon the claim it was said that the Defendant / tenant held a five-year lease of a unit within the UK’s largest shopping centre – Westfield, Shepherd’s Bush, London. The Defendant ceased trading several times as a consequence of the COVID-19 pandemic and failed to pay rent and service charge liabilities, citing loss of income as a reason.

The Claimant landlord issued a claim for rental and service charge arrears amounting to £166,884.82 (inclusive of VAT) and interest at the contractual rate.

Oliver argued that the claim was issued prematurely contrary to the Code of Practice for Commercial Property Relationships During the COVID-19 Pandemic. Also, that the claim was a means of circumventing measures put in place to prevent forfeiture, winding up and recovery, and pursuing it was exploiting a “loophole” in the restrictions placed upon the recovery of rent put in place by the Government. Oliver additionally argued that the claimant was obliged to maintain insurance for loss of rent resulting from a notifiable disease and/or government action and had to claim under the loss of rent insurance policy before commencing proceedings to recover rent and that the rent cesser provisions in the lease, properly construed, applied to the COVID-19 pandemic which amounted to a suspending event for the purposes of the lease.

The case has been extensively reported including being referred to in the commentary to the Civil Procedure Rules 2021.


Dahou v Dahou [2019] – Manchester County Court

Oliver represented the Claimant upon a 5 day trial before Her Honour Judge Evans. The Claimant pursued her claim against her sister. The Claimant sought an interest in a residential property under the Trusts of Land and Appointment of Trustees Act 1996, The property was purchased by the parties in 1986 and was solely held in the Defendant’s name given the Claimant was aged 17 at the date of purchase. It was not recoded upon the register of title. At trial both litigants and many witnesses of fact admitted commission of offences including an intention to mislead the Court. The Claim succeeded with the Claimant’s benefit being calculated at over £250,000.

 

The Secretary of State for Business, Energy and Industrial Strategy v Lal Chhiber [2019] High Court, Business and Property Courts in Manchester

Oliver represented the Secretary of State upon an application for the disqualification of the Respondent as a company director, made pursuant to S.6 (1) of the Company Directors Disqualification Act 1986. It was said that the Respondent caused or allowed the company to participate in transactions which were connected with MTIC fraudulent evasion of VAT such connections being something which he either knew or should have known about. The Court directed a disqualification period of 13 years.

 

1) Begum 2) Ilyas v Aslam [2019] – Land Registration – First Tier Tribunal (Manchester) 

Oliver represented the Respondent upon a day trial before Judge McAllister sitting at the Land Registration – First Tier Tribunal upon an application seeking declaration that a Declaration of Trust benefiting the Respondent was void and transfer of property. The Applicants and further family members alleged that the Declaration of Trust, signed by executors to a Will to the benefit of the Respondent, had been procured by fraud and had, thereafter, been compromised by discrete agreement reached in Pakistan. Serious allegations were made against the Respondent (including an allegation of attempted murder as against an alleged associate). The Respondent succeeded and was entitled to an order directing the property be transferred into his name absolutely.

 

Bromford Housing v Fowell [2018] – Stoke on Trent County Court

Oliver represented the Defendant upon a 2 day trial before His Honour Judge Rawlings. The Claimant, a provider of local authority housing, sought possession of the Defendant’s property upon allegations of serious anti-social behaviour. The weight of evidence relied upon by the Claimant comprised hearsay. Oliver successfully defended the proceedings allowing the Defendant to remain in her property without possession order on suspended terms or otherwise being made. Oliver successfully claimed a high level of the Defendant’s costs on an interparty basis notwithstanding the fact that she was with benefit of a legal aid certificate.

 

Davis v 83 Central Management Company Limited [2018] – Property Chamber (Residential Property) – First Tier Tribunal (Birmingham, sitting in Manchester)

Oliver represented the Respondent upon a 1 day trial before Judge T N Jackson, sitting at the Property Chamber – First Tier Tribunal. The application was made pursuant to paragraph 5A to Schedule 11 of the Commonhold and Leasehold Reform Act 2002. The Applicant sought a determination of the payability of administration charges incurred in respect of account reviews and dispatch of demand letters. The same was not followed by issue of a Section 146 Notice. In the present case the relevant lease entitled the Respondent to demand payment of costs incurred “incidental to” as opposed to “in contemplation of” the preparation and service of a Notice. The Application was dismissed so far as it was determined that the phrase adopted in the lease was of wider interpretation and did not require a Notice to be served. The Respondent was awarded its costs of the Application in their entirety.

 

1) Wilcox 2) Slater v Hall [2018] – Manchester County Court

Oliver represented the Claimants upon a 3 day trial before His Honour Judge Smith. The Claimants sought special and general damages as against the Defendant builder in respect of defective and incomplete works, partially funded by local authority grant, upon a renovation of an entire property. The Defendant alleged that the Claimants had directly instructed sub-contractors and denied breach. successfully claiming the full value of the claim. Oliver was initially instructed by solicitors and thereafter proceeded on public access instruction.

 

1) Onn 2) Khim v Trivelles Hotels and Resorts Ltd [2017] – Manchester County Court

Oliver represented the Defendant. The Claimants sought repayment of deposits, forfeited upon a failure to comply with a notice to complete. The Claimants pleaded repayment on the basis of contractual construction, breach of contract and alleged that the forfeiture clause was penal and therefore unenforceable. The Defendant counterclaimed for loss. Oliver successfully represented the Defendant at a trial of preliminary issue pursued on the basis of contractual construction, successfully pursued an application for security for costs and successfully defended the proceedings at trial and upon the Counterclaim, the same being awarded in full and costs awarded in their entirety.

 

Wulvern Housing Limited v Holden [2016] – Chester County Court

Oliver represented the Defendant upon a 4 day trial before His Honour Judge Pearce. The Claimant, a provider of local authority housing, sought possession of the Defendant’s property upon allegations of serious anti-social behaviour. The Defendant suffered from significant mental health and drug dependency issues. He was the victim of intimidation and coercion by drug users attending at his property. The trial involved various applications concerning the introduction of additional evidence and upon the Defendant’s failure to attend day 2 of trial.

 

Bear Necessities Daycare Limited v Lancashire Fuels 4 U Ltd and another [2015] EWHC 721 (QB), [2015] All ER (D) 29 (Apr)

Oliver represented the Respondents upon an interim application for an order for delivery up of vehicles sub-leased to the Defendant, pursuant to Section 4 of the Torts (Interference with Goods) Act 1977, before Swift J DBE. The Applicant sought to rely upon its own breach of contract upon the head lease and further alleged breaches by the Respondents. It was determined that it was neither just not proportionate to order delivery up in all the circumstances notwithstanding the obvious effect upon the Applicant’s own contract.

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