David Baskerville

IT Strategic Reviews

Practice Management System (PMS) Selection

Document Management System (DMS) Selection

Managed Service Provider (MSP) Selection

Selection & Procurement

System Implementation Support

Project Management

Change Management

AI Strategy & Adoption

Digital Transformation

Virtual IT Director / CIO (Retained Advisory Services)

Mergers, Acquisitions & De-mergers Technology Support

Complex IT Issue Resolution

Nov 2011 - Present Founder and Executive Member, Baskerville Drummond LLP

Jun 2009 - Oct 2011 Director of Operations and IT, Tollers Solicitors

Apr 2006 –May 2009 Head of IT, Tollers Solicitors

Sep 2001 –Apr 2006 Software Applications Manager, Thompsons Solicitors

Jul 1998 – Sep 2001 Senior Software Engineer / Technical Consultant, Logical e-Business Solutions

Jul 1990 – Sep 1998 Technical Support and Junior Software Developer, Instem Computer Systems

Member of the British Computer Society with Chartered IT Professional (CITP) status.

Signature Litigation - outsourced IT Director and service transformation (2020 - ongoing)

HCR Law & QDR Solicitors – Merger and De-Merger Support (2025 - ongoing)

Wright Hassall LLP - IT review, redesign and transformation delivery (2024)

Harrison Drury – IT Review, PMS Strategy & Transformation Roadmap (2024)

Switalskis Solicitors – PMS Strategy & Application Modernisation (2023-2024)

Winckworth Sherwood LLP – Case Management System Review & Strategy (2023)

Capital Law - interim IT leadership, infrastructure stabilisation and PMS rescue support (2021-2023)

Seasoned IT consultant specialising in legal technology transformation with more than two decades of experience in IT leadership, business change and complex transformation in the legal sector. Founder of Baskerville Drummond LLP and trusted adviser to law firms and barristers’ chambers. Known for leading high-risk or business-critical assignments, including technology turnarounds, supplier exits, restructures, merger and demerger support, and long-term retained strategic advisory engagements.

• Served as a judge for the British Conveyancing Awards every year since 2021.

• Served as a judge for the British Probate Awards every year since 2021.

• Served as a judge for the LawNet Awards – Best Innovation category in 2025.

• Regularly acts as a mentor, trusted adviser and independent reviewer for senior law-firm stakeholders.

British Computer Society

BCS International Diploma in Consultancy

2020 - 2020

University of Leicester

MBA

2007 - 2010

University of Leicester

Diploma in Managmenet

2004 - 2004

Staffordshire University

Software Enginering

1994 - 1998