Rokstone Klik Accelerates Next Generation Strategy

Since launching earlier this year, the Rokstone Klik team has been building a portfolio designed around specialist underwriting expertise, supported by data, technology, and a more predictive approach to decision-making.

Focused on liability risks across the digital economy and next-generation mobility, initially in the US, Rokstone Klik continues to expand its specialist footprint. 

We are pleased to welcome Robert Cheshire as Head of Pricing, and Alastair Reed as Data Scientist, to Rokstone Klik, adding significant expertise across pricing, data science, quantitative modeling, and AI to the growing team.

Both join under the leadership of Andrew Cooper, Head of Rokstone Klik, who commented, “Robert and Alastair bring the exact capabilities we want to build at Rokstone Klik. Robert combines deep pricing experience with a genuinely innovative mindset, while Alastair adds strong data science and quantitative expertise.”

 

Making More Of The Data

Robert brings seven years of pricing experience to the role, joining from Chaucer, where he worked as a Treaty Pricing Actuary. His experience also includes time within Chaucer’s innovation team, providing exposure to emerging technology, data-led underwriting, and analytical approaches across a range of MGA businesses.

Robert will lead the development of Rokstone Klik’s pricing methodologies, including building technical pricing frameworks that combine actuarial discipline with real analysis and emerging, AI-enabled tools to support more accurate, forward-looking underwriting decisions.

On his role, Robert said, “It is about blending actuarial techniques with sharper tools to make pricing more informative, transparent, and predictive.”

Working alongside Robert, Alastair brings specialist expertise across data science, quantitative modeling, statistical analysis, and programming.

With a Master's degree in Financial Mathematics and experience in Python development and data engineering, Alastair will support and help convert complex exposure and loss information into practical insight for the team. 

 

A More Predictive View of Risk

Rokstone Klik has been created to meet a clear gap in the US Casualty market: the need for specialist underwriting of complex digital economy, mobility, and platform risks, supported by the modern pricing infrastructure.

Klik combines underwriting expertise with a technology-led operating model, using structured and unstructured data to develop a more dynamic understanding of exposure, claims trends, and risk selection.

The portfolio is designed around next-generation pricing capabilities, including real-time risk ingestion, advanced analytics, and Rokstone’s proprietary ATOMX technology. This enables the team to interrogate exposures and losses more effectively, identify patterns earlier, and build pricing models that are more predictive, more responsive, and better aligned to the operating realities of modern platform businesses.

To find out more about the portfolio or discuss an opportunity, contact the Rokstone Klik team today.