Oliver Jackson
Partner | Sheffield
"I have now dealt with Oliver for several years. It goes without saying that the technical expertise of him and his team is first rate - what makes them stand out is their willingness to go the extra mile. Should Oliver need to work whilst he's on holiday or at the weekend to get the job done, he has done so without question or complaint. This work ethic gives me the confidence that once I have instructed Freeths, I know the deadlines will be met."
Kris Wigfield, Managing Partner of Begbies Traynor Sheffield
Call: 0345 128 7985 Mobile: 0776 882 8608
About Oliver
Oliver specialises in all aspects of restructuring and corporate insolvency and recovery work. He has over 20 years’ experience advising all stakeholders involved in restructuring and insolvency matters, including insolvency practitioners, debtors, creditors, corporate clients, directors, investment funds as well as major high street banks and other lenders.
Oliver’s recent work includes advice on high profile restructurings, trading and pre-pack administrations and complex liquidations.
Oliver has been recognised for a number of years as a Leading Partner in The Legal 500 in Insolvency and Corporate Recovery.
Oliver has been ranked for a number of years as Leading Individual in Chambers & Partners.
Contact Oliver
Call: 0345 128 7985
Mobile: 0776 882 8608
Notable work & expertise
Oliver is extremely experienced in corporate insolvency matters, undertaking contentious and non-contentious work.
Oliver regularly advises insolvency practitioners acting as administrators in relation to the appointment process, pre-pack and post-appointment sales of company assets and businesses, administration trading issues, antecedent transaction claims and various other matters during the administration process. Oliver specialises in advising companies and directors of financially stressed companies in working through solvent solutions for rescue, including refinancing and creditor arrangements. Oliver has worked on some of the largest and most complex restructurings nationwide within the last 10 years.
Oliver is experienced in negotiating with various high-profile stakeholders and providing strategic advice to the client during the course of the restructuring process. Oliver has advised on restructuring matters in various sectors including retail, hospitality & leisure, manufacturing, sport, financial services, infrastructure and transport.
Oliver also advises insolvency practitioners in relation to creditors’ claims, ROT issues, dealing with winding up petitions and CVL’s, the recovery of assets from debtors and taking actions against directors.
Oliver also advises in relation to:
Directors’ duties and obligations in scenarios where a company is in financial difficulty
Advising directors of companies in an insolvency process in relation to claims against them from an administrator or liquidator
CVAs and restructuring plans
Banking and finance restructuring and insolvency matters including security reviews and advising lenders on restructuring matters and enforcement strategy
Dealing with enforcement matters, statutory demands, winding-up petitions and debt recovery
Advising the administrators of Sheffield Wednesday Football Club, one of the oldest football clubs in England, on various complex and high-profile aspects of the Club’s administration culminating in the sale of the Club and ensuring its continued participation in the English Football League
Advising the board of a long-standing manufacturing business on their directors’ duties in the context of financial distress and working with the board and certain stakeholders in seeking to achieve a successful turnaround and solvent outcome for the business
Acting for the administrators of the Quiz Clothing group of companies on the administrations of the group, including the continued trading of the companies’ 37 UK stores, the realisation of assets and other key matters in the administration including certain cross-border matters in the administrations
Acting for the administrators P&B Metal Components Limited, a historic manufacturer of precious and base metal components in connection with their appointment, the continued trading of the Company’s business and the subsequent sale of the company's business and assets to a global manufacturing group, successfully safeguarding 47 jobs and ensuring the continuity of the company's operations in the South Yorkshire region
Acting for the administrators of a large group of companies operating nightclubs and bars across the UK under various trading names in relation to the appointment and sale of the group’s business and assets
Acting for a private equity firm in relation to the acquisition of certain businesses in the drinks and hospitality sector from their administrators
Advising the administrators of The Holiday Place Plc – a large holiday tour operator company, which had been trading for nearly 30 years. This involved advising on the sale of certain assets and other complex matters in the administration and subsequent liquidation
The administration of a high-end fashion brand and the sale of its business and assets as part of a rescue of the brand and its business
The administration of a large public limited company, which was listed on certain German stock exchanges, on their appointment, the de-listing process and other subsequent matters in the administration including the sale of a number subsidiary companies in the group including companies based in the USA, Asia and Australia
Acting for a local authority with a population of over 300,000 in relation to a large restructuring in the sports sector and dealing with various high profile stakeholders including suppliers, customers and other local authorities
Advising the operating company of a large UK Port in relation to a complex restructuring. This involved extensive negotiations with certain high-profile parties
Advising an international manufacturing group on the acquisition of significant assets from the administrators of two UK based packaging companies
Advising a company operating in the construction sector on the process of placing a subsidiary company into an insolvency process as part of a restructuring p rocess and the relevant considerations for the parent company
Leading 4 complex and unprecedented restructurings of the UK Coal businesses between 2012 and 2015
Testimonials
LH
"Oliver has advised and acted for Wilson Field for a number of years on matters of insolvency and commercial litigation. He is well known, respecte...
Lisa Hogg, Director
Wilson Field Limited
AD
“Oliver and his team provide an excellent all round service. The quality of their advice and speed of response is exceptional. I cannot recommend t...
Andrew Davenport, Managing Director
Maxim Business Recovery & Insolvency Services
"The team we were engaged with included Ollie Jackson, Hal Roberts and Tom Childs. They made a stressful, complex situation fun. I always felt we w...
The Legal 500, 2026
"Oliver Jackson is extremely knowledgeable on insolvency law and always quick to respond to me. Has a proactive approach."
The Legal 500, 2026
"Oliver Jackson always provides high quality advice with an equal amount of consideration given the practical implications, which is highly importa...
The Legal 500, 2026
"Tom Childs and Oliver Jackson are both fantastic in their field and meticulous in their guidance."
The Legal 500, 2025
"Ollie was very responsive, got us what we needed and gave pragmatic advice which I was able to present to the business. He explained things in lay...
Chambers & Partners, 2025
"Oliver is an experienced operator in complex jobs and provides sound advice."
Chambers & Partners, 2025
“Oliver is an excellent lawyer all round.”
Chambers & Partners, 2024
"In my opinion, Freeths is in an extremely strong position in its insolvency and recovery department due to the calibre of staff it continues to at...
The Legal 500, 2023
"Oliver Jackson is a very experienced and knowledgeable restructuring and insolvency lawyer who should be recognised among the very best in the Yor...
The Legal 500, 2023
“Oliver Jackson has a breadth of knowledge and is commercial in his approach to insolvency issues.”
Chambers & Partners, 2023
"Oliver is both attentive and knowledgeable, but more importantly is able (and willing) advice from a commercial viewpoint. Something which is incr...
The Legal 500, 2022
"... very good at identifying potential problems."
The Legal 500, 2022
Related news & articles
Contact us today
Whatever your legal needs, our wide ranging expertise is here to support you and your business, so let’s start your legal journey today and get you in touch with the right lawyer to get you started.
Get in touch
For general enquiries, please complete this form and we will direct your message to the most appropriate person.