John Oshea

Background

About John Oshea

With over 30 years in IT — and 20+ years leading projects, teams, and businesses — I’ve built my career at the crossroads of technology, cybersecurity, and business strategy. As CTO of DataTrust, I partner with SMEs, legal firms, and professional service organisations to modernise, secure, and scale their IT systems. My focus is on aligning technology with business goals, ensuring IT is not just a support function but a driver of growth, resilience, and compliance. What I bring to the table: Deep expertise in cloud migration, cybersecurity, GDPR/DPO compliance, and IT project management. A track record of delivering 200+ successful projects — from cloud transformations to VoIP rollouts and infrastructure modernisation. The ability to simplify complex technology decisions, translating them into clear outcomes: reduced costs, stronger security, and improved efficiency. I thrive on mentoring teams, building long-term client relationships, and helping organisations adapt to an ever-changing digital landscape. Whether it’s migrating critical systems to the cloud, safeguarding data, or restructuring IT strategy, I deliver with integrity, clarity, and impact. Always open to conversations about IT leadership, cybersecurity projects, digital transformation, and SME technology strategy.