David Baskerville

David is the founding member of Baskerville Drummond, now recognised as one of the UK’s leading IT and business consultancies serving the legal sector.
With a background in software engineering, David began his career delivering bespoke, internet-enabled solutions for a software development company. In 2002, he moved into the legal sector as Software Applications Manager for a national PI law firm, overseeing the development of bespoke systems, case management solutions, reporting tools and PMS projects. He later became Head of IT and ultimately Director of Operations and IT at a regional law firm, where he transformed the firm’s use of technology and operational processes.
In 2011, David founded Baskerville Drummond to provide strategic advice and hands-on project support to UK law firms. With more than 23 years’ specialist experience, he has deep knowledge of legal sector technologies, suppliers and operational challenges. His consultancy work spans IT reviews, procurement, implementation and long-term advisory roles, including acting as a retained “Virtual IT Director” for several firms.
David specialises in complex and high-risk IT projects, including mergers, demergers, major PMS initiatives, and recovering failing technology programmes. He is increasingly called upon to help firms address issues with underperforming outsourced hosting or support arrangements.
Known for his straight-talking, pragmatic style, David is a trusted advisor to both clients and suppliers. If your firm is facing IT challenges or considering a change in systems or providers, David is available for a free, confidential discussion.
David’s Latest Articles
Keep It Real 2: Phishing Awareness – Still the Weakest Link
Cybersecurity spend keeps rising with better email filtering, stronger detection and more automation promising better protection. Yet phishing still works because while technology can reduce exposure, it can’t remove human judgment. Phishing has evolved with the...
Keep It Real 1: World Password Day – The Basics Still Matter
World Password Day is 7 May. The problem isn’t awareness; it’s execution. Phishing is growing in both volume and sophistication. Messages now mimic suppliers, colleagues and trusted services with convincing branding, tone and timing. Often, attackers aren’t “breaking...
Baskerville Drummond Welcomes Martin Batt as a Legal Technology Training Consultant
Baskerville Drummond is pleased to announce the appointment of Martin Batt as a Legal Technology Training Consultant. Martin joins Baskerville Drummond with extensive experience supporting law firms through the implementation, optimisation, and adoption of legal...





