Insurance Technology: Fact or Fiction?

James Benham, CEO of JBK and co-founder of Terra, has spent 25 years helping insurance organisations modernise their core systems, and he has some strong views on why so many are still stuck. In this episode, he and host Georgie Simister dig into the real barriers to technology adoption, from shadow AI use and legacy system debt to the role of company culture and leadership in getting innovation off the ground.

In this episode, Georgie is joined by Gina Gill, Chief Information Officer at Apollo, whose career spans UK government and the private sector, including time at the Ministry of Justice. Having only joined the Lloyd's market a little over a year ago, Gina brings a refreshingly outside-in perspective on where the insurance industry stands when it comes to technology and transformation.
Together they explore some of the biggest topics in insurance tech right now, from legacy systems and data quality to the real meaning of augmented underwriting and whether the tension between moving fast and staying compliant is even real. Gina also shares her thoughts on what organisations should stop doing, why she believes technology and business strategy should be one and the same, and what the industry risks if it doesn't ask harder questions about the future it's actually building.

In this episode, Adam Masojada, Chief Ecosystem Officer at Accelerant, explores what a truly connected insurance ecosystem looks like and why it matters now more than ever. Drawing on his experience building the Accelerant Marketplace, Adam explains how smarter partnerships, cleaner data, and shared incentives can help MGAs compete with global carriers. From the realities of trust and transparency to the practical challenges of AI adoption and capital deployment, this conversation unpacks what it really takes to scale sustainably in specialty insurance.

In this episode, Rosie Denée, Head of Innovation and Commercial Education at Lloyd’s, explains why the Lloyd’s Lab works, how it turns innovation into long term market impact, and how collaboration, regulation and AI are shaping the future of the Lloyd’s market.