Jessica Bailey

WORK HISTORY

EDUCATION

ABOUT JESSICA BAILEY

I’m a delivery-focused technology leader with a strong background in software engineering, now driving product delivery and digital transformation at scale within the telematics and insurance sector.Currently serving as Head of Product Delivery at VUE Group (part of Radius), I lead cross-functional teams delivering end-to-end software solutions that enhance fleet safety, enable intelligent vehicle tracking, and support data-driven decision-making. Over the past 5+ years at VUE, I’ve progressed from Full Stack Developer to Engineering Manager and now to strategic leadership—bringing both technical depth and delivery maturity to the table.My expertise spans full-stack development, agile delivery, roadmap planning, stakeholder engagement, and team building. I specialise in translating product strategy into executable delivery plans, aligning teams, and consistently shipping high-quality software.A significant part of my recent focus has been modernising legacy systems and infrastructure- Leading cloud migrations from on-premise to AWS-based platforms- Transitioning users from legacy desktop and web apps to modern, scalable SaaS platforms- Driving change management and user adoption to ensure seamless rollouts.With a foundation in both hands-on software development and strategic product delivery, I thrive in fast-moving environments where impact, innovation, and people development come together.