Caroline Benfield Image

Caroline Benfield

Director | Oxford

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. 

Notable work & expertise

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

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