Management

Alex Maloney joined Lancashire in December 2005 and was appointed Group Chief Executive Officer in April 2014. On joining, Mr Maloney was responsible for establishing and building the energy underwriting team and account and, in May 2009, was appointed Group Chief Underwriting Officer. Since November 2010, Mr Maloney has served as a member of the Board and was appointed Chief Executive Officer of Lancashire Insurance Company (UK) Limited in 2012. Mr Maloney has over 30 years’ underwriting experience and has also worked in the New York and Bermuda markets.

Natalie Kershaw joined Lancashire in December 2009 as the Group Financial Controller and has also held the positions of Chief Financial Officer of Lancashire Insurance Company Limited and Group Chief Accounting Officer. She has over 20 years’ experience of the insurance/reinsurance sector with previous roles at Swiss Re, ALAS (Bermuda) Ltd and PwC. Natalie graduated from Jesus College, Oxford University in 1996 with a first class degree in Geography and is a Fellow of the Institute of Chartered Accountants in England and Wales. Natalie Kershaw was appointed to the Board of Lancashire Holdings Limited as an Executive Director on 1 March 2020.

Paul Gregory has led the underwriting operations of the Lancashire Group since May 2014 as Group Chief Underwriting Officer. Paul joined Lancashire in 2007 as part of the team responsible for underwriting the energy portfolio. In January 2009, he was appointed Chief Underwriting Officer of Lancashire Insurance Company (UK) Ltd and was responsible for all business underwritten from the platform. Paul also served as Chief Executive Officer of Lancashire Insurance Company (UK) Ltd between 2014 and 2019. Paul has been a member of the Lancashire Holdings board’s Underwriting and Underwriting Risk Committee since 2010 and has served as Chief Executive Officer of Lancashire Capital Management (LCM) since 2021. Prior to working at Lancashire, Paul was an energy underwriter at AIG and he started his career at Marsh as an Account Executive in the Energy team as part of the Marsh graduate scheme.

John Cadman joined Lancashire in March 2013. He is responsible for all legal issues affecting the group and is Chief Executive Officer of Lancashire Insurance Company (UK) Limited. Prior to joining Lancashire, John was a partner in the corporate department of CMS Cameron McKenna LLP, a City law firm, and between 1998 and 2007 was a partner at Barlow Lyde & Gilbert. John is an English qualified lawyer and qualified as a solicitor in 1990. John is an experienced corporate and transactional lawyer and advised numerous insurance and reinsurance entities on legal issues during his time in private practice.

Sam Churchill was appointed as Group Chief Operating Officer in July 2023 having joined Lancashire in January 2019 as the Group Head of Internal Audit. Sam’s role as Group COO covers: Underwriting Operations functions; the CIO functions (which include IT, Information Security, Vendor Management and Enterprise Architecture); Office Administration and Facilities; and the Change function. Sam has worked in the insurance industry for the last 18 years, including roles at Brit Insurance and Tokio Marine Kiln, and she qualified as a Chartered Accountant with PwC.

James Flude joined Lancashire in January 2014 as Head of Energy and Marine underwriting having worked at the Watkins Syndicate for over 14 years, most recently as Energy Underwriter and Account Manager. Whilst at Watkins he spent 5 years working as the Energy Underwriter in Singapore as part of the Lloyd’s Asia platform where he had responsibility for the upstream energy portfolio in Asia. James served as Chief Underwriting Officer Lancashire Insurance Company (UK) Limited from 2020 to 2024, and was appointed Group Chief Underwriting Officer: Insurance in 2022. He was appointed Chief Executive Officer, Lancashire Insurance US in 2025.

Rachel Sabbarton joined Lancashire in October 2023 as Group Head of Specialty Insurance. Rachel spent 5 years at Canopius where she was Global Head of Short Tail business and formerly Global Head of Energy. Prior to this she was with Beazley for 7 years as Deputy Head of Energy and Chaucer for 5 years at the beginning of her career. She has a law degree from Cambridge University and is an Associate of the Chartered Insurance Institute. Rachel is an experienced leader of energy business and is Deputy Chair of the Joint Natural Resources Committee. As of October 30th 2024, she has assumed the role of Chief Underwriting Officer, Lancashire UK.

Louise Wells has been with Lancashire since September 2011 and is responsible for the Group's Enterprise Risk Management function, having previously held the role of Head of Internal Audit. Prior to joining Lancashire, Louise spent almost 6 years at Lloyd's of London acting as Deputy Head of Internal Audit, Senior Risk Executive and Chief Risk Officer of Centrewrite. Louise has 19 years audit and risk experience within the insurance market having worked in London, Sydney and Bermuda.

Jennifer Wilson joined Lancashire in April 2010 as a Project Accountant and progressed to Financial Planning and Analysis Manager before being appointed Head of Financial Planning and Analysis and LICL Chief Financial Officer in 2014. In May 2024, she was appointed Group Financial Planning and Analysis Director. Jennifer also chairs the Lancashire Foundation Donations Committee.