

Via negativa is an ancient theological concept that defines something by what it is not rather than what it is. Testudo applies this principle to generative AI underwriting: instead of speculating about every possible AI failure, Testudo removes known risk areas identified from real-world loss data, then uses its AI Risk Engine to track exposure as it evolves.
The words come from the latin, the 'way of negation', and the principle can be used to understand or define something which is so complex or difficult to understand (such as God or AI), that it is beyond human comprehension. This approach enables decisions to be made whilst acknowledging the limitations of human understanding, language and complexity. Via negativa has rigorous practical applications in one’s personal life, decision making, religion and insurance underwriting.
The approach can be exemplified by comparing regular reasoning with via negativa:
Via negativa is a powerful approach as it:
Good decision making involves avoiding bad decisions, and this approach is key to Charlie Munger and Berkshire Hathaway’s success. Munger is famous for stating,
"All I want to know is where I’m going to die, so I’ll never go there”.
Generative AI risks are being speculated upon. The complexity of AI systems, hyper-scale and the pace of innovation make evaluating the risks associated with this technology difficult.
At Testudo, we provide insurance for losses arising from AI systems. We approach underwriting by removing known areas of accumulated AI risk, identified in our loss data. Given AI is a moving target, relying on historical data alone will not be sufficient, so we have developed a technology platform to help our clients actively track and mitigate identifiable risks. The result is standalone Gen AI liability insurance underwritten on Lloyd's of London paper, sized to the real exposure rather than speculation about hypothetical failure modes.
Our approach of removing known risk is more robust and practical than forecasting where losses may come from. Whilst we appreciate the entire AI ecosystem needs to consider systemic risk, theorising may lead to obvious risks being missed, by valuing complexity over simplicity.
Insurance is a way for a market to self-regulate as it puts a price (an insurance premium) on assurance, regulatory standards and frameworks. Financial claims allow us to quantifiably understand AI risks as they occur in the real world and not in simulated evaluation environments. Applying unsubstantiated claims of risk in areas that are not systemic or ruinous may cause more harm to the industry than good (Iatrogenics).
Testudo underwrites generative AI risk by removing known areas of AI-related loss from its proprietary real-world litigation and incident database, rather than speculating about which risks might appear. This via negativa approach is more robust than forward forecasting because AI is a moving target. Testudo's AI Risk Engine then monitors each insured's exposure in real time. The result is standalone Gen AI liability insurance on A+ (Superior) rated Lloyd's of London paper, placed without an invasive technical audit of the insured's systems.
Traditional commercial insurance products (CGL, Cyber, Tech E&O) were not designed with generative AI liability in mind and are increasingly adding explicit exclusions for it. As of January 1, 2026, Verisk and ISO generative AI exclusions took effect on CGL policies across the United States. Standard insurers also lack the litigation data needed to price the risk confidently, which slows product development. Testudo addresses both problems: its underwriting is grounded in real loss data rather than speculation, and its policy is purpose-built to respond to third-party claims from AI outputs. Enterprises seeking cover before purpose-built policies existed explored alternative risk transfer mechanisms such as captives and parametric insurance, though none of these provide the same balance-sheet transfer as a standalone liability policy.
George Lewin-Smith
CEO | Co-Founder
Previously a VP at Goldman Sachs in the Global Banking and Markets division, operating across SF and London (capital markets and enterprise adoption of emerging technology). Two years startup experience and self taught software engineer after the University of Oxford. FCA/Finra/CA P&C regulated.
Mark Titmarsh
Head of Insurance | Co-Founder
Insurance and risk strategist with 15+ years shaping how the industry underwrites emerging technology. A specialist in generative AI, digital asset custody, financial lines, and product innovation, with a track record of building first-of-their-kind offerings for firms including Superscript, Malca-Amit, and Aviva. Known for turning complex, frontier risks into insurable, market-ready products.