Ty Robben is not a tech expert, nor is he an AI wizard. In fact he's an underwriter and someone who probably leans more to the 'old fashioned' way of doing things but that does not mean he's not trying make business processes better. We met via social media on X as Ty described his efforts to build practical AI solutions for his needs. He has been journalling his process and we wanted to talk to the man in person and hear how he bucked the trend of outsourcing and decided to build it himself.

In this episode:

• How AI has become a tool for Ty and the processes he wants to improve
• Where he has seen AI providers miss the mark entirely
• What problems insurance entities & people face that AI can help with
• Some of the challenges that still exist with AI that no one wants to address
• How easy and accessible solving problems with AI tools is and where you can start

Ty is a soft spoken but incredibly curious insurance professional, and shares his journey from entering the industry to now building process solutions with AI despite not being a 'techie' or part of an IT team. He simply sees a better way and has decided to pursue it!

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Reinsurance has long been looked at as the top end of the insurance capital food chain but with marketing conditions changing rapidly, understanding how reinsurance works and how it is more accessible than ever has never been more important. At ReConnect in the Cayman Islands, the industry is blowing up as companies set up in a favourable market with strong regulations.

In this episode:

• Why offshore jurisdictions thrive with reinsurance
• How regulation and compliance support access to capital around the globe
• Where the reinsurance industry sees growth and potential
• How ReConnect is bringing awareness and creating value for the insurance industry
• Why access to reinsurance has become easier for more entities and how Cayman supports the industry.

The three panelists share their perspectives on the growth of reinsurance, how it is regulated to support the industry in many jurisdications and why having an event like Reconnect can help many insurance organizations create new opportunities for growth.

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James Benham isn't trying to convince insurance entities to transform and modernize, he knows that's inevitable. His company JBK is there to help insurance organizations realize potential and minimize the pain along the way. In a rare business model, James and his team provide the services that allow for realization of solutions, not a one size fits all approach.

In this episode:

• Why so much waste happens by building the wrong product.
• How Excel as an underlying language and format needs to be replaced.
• Where insurance technology transformations stall and fail
• What pitfalls insurance entities are prone to experience, and why

James is not trying to upend the industry and reinvent it, a refreshing stance, more importantly he provides a path forward for companies that need to evolve and cannot afford more 'tech debt' or solutions that cannot fulfill needs.

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Jai Mansukhani didn't plan to develop AI systems for insurance however he saw an opportunity to bring expertise into an industry that needed more than another tech product. When he co-founded General Magic the name was Open Sesame but now with an incredible $7.2m seed round and a pivot in purpose and strategy Jai see's opportunity for growth and value to the insurance industruy.

In this episode:

• Learn about the challenges tech companies have when dealing with the insurance industry
• What are the most misunderstood aspect of AI and insurance
• Why some aspects of insurance still remain perplexing and frustrating
• How building partnerships slowly helps innovation
• An honest assessment of where & how insurance professionals can find value with AI

Jai shares his journey, lessons learned, and provides a candid look at how technology needs to be prepared to adapt for insurance and not the other way around.

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Steve Pieroway is no stranger to technology or insurance with a career spanning over 25 years across both fields. Now as the founder of Benevolent Marketing Steve has conducted an insuretech trust index survey and recently published the results. We caught up with Steve to help contextualize the results and dive deeper into insuretech consumer sentiment.

In this episode:

• What the data shows and how to interpret it
• Context to nuances in the questions and responses
• Why positive belief still reigns for most users of insuretech
• How insuretechs can improve their value proposition for better satisfaction
• Why understanding what ROI is needed before embarking on a purchase is important

Steve explains all this and so much more that is vital information for anyone who is looking to make an insuretech investment.

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Visualping isn't a new company but it is a new entrant to insurance. Co-founder and CEO Serge Salager drops by to discuss how his company is attempting to become the Google Alerts for insurance with real-time risk insights.

In this episode:

• How real-time data can help underwriters assess and monitor risk
• Where new data sources for understanding and managing risk are coming from
• How partnerships with distribution channels can lead to sales opportunities
• Why real-time data can prevent loss and tragedy

Serge shares a candid look at how this technology is used in other industries and what it can do for insurance as the new entrant and who can benefit by adopting this for risk management.

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2025 was a year for the making for the podcast and P&C insurance. Not only did we find ourselves at a variety of different events, these allowed the show to tap into new content and perspectives. So take a stroll down what was 2025 and get ready for some thoughts on where 2026 will go and what to look for.

In this episode

• Where technology and data align and what innovation is happening
• How to understand transformation and scale to your insurance needs
• Why industry partnerships are important and how leaders look at valuing partnerships
• The effect of CAT losses and how they drive insurance
• Why finding niches are important but so is effective insurance marketing

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It's time to revisit some of the highlights of 2025 as we enter into 2026 and the impending changes across insurance. This episode is a collection of interviews from various leaders and companies who were in attendance. What we did was take the themes that all the guests naturally arrived at without prompting.

Learn where the change is happening in macro purposes and micro usage examples. Whether you are looking at enterprise systems and strategies or smaller solutions where the industry is heading matters and this episodes gives you a roadmap with insights that a practical and with evidence of success and how they are growing and finding success.

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