SecondSight, a provider of an AI operating system built for insurance, has closed its Series A funding round and appointed Jamie Bouloux, former CEO of Ryan Financial Lines and Celerity Risk, as president. The company said the funding will support organizational growth and product development as it expands beyond cyber insurance into additional lines of business.
SecondSight’s SHAPE operating system is designed to learn from insurers’ internal data alongside live external signals. The platform analyzes relationships across policies, premiums, claims and exposures, giving brokers, underwriters and executives a clearer view of how risks are connected and changing.
The company works with large insurers across distribution, underwriting and reinsurance. SecondSight said SHAPE is intended to support decisions around premium growth, loss ratios and capital allocation rather than focus solely on workflow automation.
Bouloux will lead SecondSight’s commercial strategy and client relationships while overseeing its expanding team of insurance specialists. He brings nearly 20 years of experience across cyber, underwriting, specialty insurance and insurance technology.
Jamie has built and run the businesses we serve. He understands how decisions at the underwriting desk translate into portfolio performance and where technology needs to create value.
Reuben Vandeventer, CEO of SecondSight
“He’ll lead our expansion into more lines of business, alongside people who know these markets.”
Bouloux was most recently CEO of Ryan Financial Lines and Celerity Risk, where he led businesses spanning cyber and financial lines. Before that, he spent eight years as founder and CEO of EmergIn Risk, a cyber insurance MGA operating in London and the US.
Earlier in his career, Bouloux led CFC Underwriting’s large corporate cyber facility and held senior positions at AIG. His roles included head of cyber and technology, media and telecom liability for Europe, the Middle East and Africa, where he worked on the insurer’s international cyber product and strategy.
I’ve spent my career underwriting risk and building insurance businesses, often making decisions while the book was still moving. What drew me to SecondSight is the visibility that doesn’t exist anywhere else.
Jamie Bouloux
“My focus is helping insurance teams see and understand what their own data is telling them and act on it with greater precision.”
SecondSight said insurance companies still operate with information distributed across multiple systems, teams and stages of the insurance lifecycle. That fragmentation makes it harder for underwriters and portfolio managers to assess changing exposures using a single view of their own data.
The company cited KPMG research showing that 77% of surveyed insurance leaders believe failing to redesign enterprise architecture for AI will weaken competitiveness within five years.
SecondSight argues that general-purpose AI and large language models are useful for document analysis and routine work, but quantitative insurance decisions require analysis of premiums, claims and exposures backed by traceable evidence.
SHAPE uses algebraic geometry, topological methods and purpose-built deep learning to analyze relationships within insurance data. Its Large Quantitative Model architecture is trained on numerical and structural relationships across policies, premiums, claims and exposures rather than relying primarily on language models.
The system organizes insurance records into interconnected risk groups and tracks changes over time. A model factory inside SHAPE trains specialized models for individual lines, segments and decisions, while language models provide a natural-language interface for users asking questions.
Underwriters and portfolio managers are able to examine concentrations, trace findings back to individual policies and test changes in pricing, appetite or exposure limits. Forecasts include uncertainty measures, and model updates require validation and human approval before entering production.
SecondSight said SHAPE works alongside existing insurance systems and adapts to each client’s products, workflows and underwriting strategy. Customers retain ownership of models trained on their data, including model weights and audit trails, within isolated environments.
The company describes the resulting advantage as “insurance alpha,” referring to the ability to identify risk patterns earlier and apply them to underwriting and portfolio decisions.
SecondSight’s team combines insurance professionals from underwriting, broking and portfolio management with researchers in mathematics and data science. Its technical methods also draw on research published with Indiana University.
Bouloux is the first of several senior insurance executives SecondSight plans to announce in the coming weeks as the company expands into additional insurance lines following its Series A.
