About Caroline
Caroline is a Legal Director in the Restructuring and Insolvency Department. She has over 15 years’ experience of dealing with all aspects of contentious and non-contentious personal and corporate insolvency work.
Caroline passed the CPI professional insolvency exam in June 2008. She was one of only 6 lawyers to pass the CPI that year.
Throughout her career, Caroline has undertaken a wide range of personal and corporate contentious and non-contentious insolvency work. She acts for insolvency practitioners in respect of claims under the Insolvency Act 1986, general advisory work and transactional work for liquidators and administrators such as pre-packs and asset sale agreements. She also acts for a range of secured and unsecured creditors in relation to the enforcement of their rights and for directors in relation to the defence of insolvency act claims, disqualification proceedings and advice on their duties generally.
Caroline is recognised as a Leading Individual in Chambers & Partners (2026 edition) for Restructuring/Insolvency (Thames Valley).
In previous Chambers’ editions she has been stated as being “….singled out by sources as a significant figure in the market, praised for her reaction speed, as well as her business acumen” and as having “….a very cool hand and a firm grip of things.” It was reported in the 2016 Chambers edition that: “Caroline Benfield undertakes the full range of insolvency work, including both contentious and non-contentious matters. “She’s very firm, quick to see the issues and acts in a way to bring about the recovery that I want,” comments an impressed client.”
Caroline has acted on a number of high profile and reported cases including Everitt v Budhram and Another [2009] EWHC 1219 (Ch) and Singh v Hicken [2018] EWHC 3277 (Ch) and Warlord Productions Limited (In Liquidation) which was featured on the BBC’s The One Show.
Contact Caroline
Call: 0345 030 5629
Mobile: 0797 387 6095
Notable work & expertise
- Acting for a director in connection with a number of claims being advanced against him by Liquidators concerning the company’s use of a tax avoidance scheme. The claims were settled following a without prejudice meeting and a tripartite agreement being entered into with the Liquidators and HMRC.
- Acting for Administrators in connection with their appointment, the sale of business and assets and applications to Court to extend the term of appointment.
- Acting for a Liquidator on a misfeasance and breach of duty claim arising from the use of a tax avoidance scheme and the removal of all reference to the company’s premises/tangible assets from the Company’s accounting records shortly before the company was placed into liquidation. The claims were assigned to a litigation funder and thereafter acting for the litigation funder in pursuing the claims which were settled at mediation.
- Acting for a Trustee in Bankruptcy in connection with the realisation of matrimonial property and issues concerning a Deed of Trust, the validity and implications of the same.
- Acting for a Trustee in Bankruptcy in connection matters concerning a wife’s claim to an interest in property by virtue of a resulting or constructive trust.
- Advising lenders on the enforcement of security, the options available to them and the process depending on the enforcement method that is adopted, including the appointment of receivers or administrations.
- Advising creditors on pursuing debtors, the options available to them and the process.
Testimonials
"Efficient service. Caroline Benfield and Elizabeth Taylor took on a difficult assignment, handled everything, and made the process smooth."
The Legal 500, 2026
"Caroline Benfield and Elizabeth Taylor are always available and seek solutions."
The Legal 500, 2026
"Caroline Benfield is one of the best insolvency litigators I have ever worked with. Her attention to detail and dedication to achieving great resu...
The Legal 500, 2026
"Liz Taylor and Caroline Benfield have been a joy to work with. Both are technically excellent, commercial in their approach, and always available."
The Legal 500, 2026
"I have very much enjoyed working with Freeths on a couple of assignments recently. The two principals, Liz Taylor and Caroline Benfield, were tech...
The Legal 500, 2026
"Caroline is an excellent solicitor. She has very strong legal and insolvency litigation skills. She's very good at advancing claims and assessing...
Chambers & Partners, 2026
"Caroline is technically excellent; the quality of her drafting and output is top level. She's very responsive, and she's very efficient in time-pr...
Chambers & Partners, 2026
“Caroline Benfield achieves great results and is proactive and commercial at all times.”
The Legal 500, 2024
“Caroline Benfield never fails to deliver an outstanding service, her knowledge of the law practice and procedure of insolvency litigation is impre...
The Legal 500, 2024
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.