Rupert Evill spent over 25 years as an intelligence operative and investigator before becoming an investor. That background — reading people, reading risk, working cases most people never see — is what he now brings to the companies and investors he works with, keeping them out of the headlines and in the black.
Trained by the elite behavioural specialists who advise global intelligence agencies, Rupert holds postgraduate qualifications in Behavioural Analysis and Deception Detection, achieving distinctions for evaluating truthfulness and credibility. He is a Certified Fraud Examiner (CFE) and an accredited Crisis Responder who has spent thousands of hours in adversarial settings, resolving multi-million dollar whistleblower allegations, and responding to critical extortion demands.
Rupert uses this frontline experience — seeing exactly how human decision-making, distorted incentives, and cultural pressures cause chaos — to strip away the heavy, abstract busywork of traditional risk management and due diligence. He provides hyper-practical, counterintuitive frameworks designed to protect capital, keep all parties honest, and navigate complexity.
of Rupert’s recommendations get implemented — versus an industry average of under 25%.
percentile for emotional intelligence & deception detection, on a postgraduate assessment using the same 200-point scale as IQ testing.
When he’s not challenging corporate risk orthodoxy, Rupert can be found rolling on the jiu-jitsu mat, managing his regenerative smallholding, or chasing his dogs through the mud.
Helping investors identify, assess, and avoid future integrity and governance risks using the three Cs model: future operating Context, Controls, and Culture. Supporting portfolio companies with technical assistance to protect value and ensure profitable exits.
VISIT ETHICSINSIGHT.CO →AI-accelerated risk assessment platform — including due diligence, operational risk analysis, fraud diagnostics, and content creation. Applying the Nordic DFI gold standard to rightsize the “busy work” in risk management, allowing targeted human intervention for critical decisions.
RANULPH.AI →
A succinct, commercial blueprint engineered for operators and capital providers who need to control downside risk when everything else feels uncertain. Bootstrapping Ethics strips away moral grandstanding and replaces it with a commercial pragmatism that turns risk management from a dreaded cost centre into an operational optimisation tool.
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I have worked with Rupert to conduct assessments and advise on integrity issues with our investment portfolio companies. He is particularly skilled at sensitively engaging with firm leadership on very tricky topics.
Working with Rupert was a great experience. His engagement and innovative thinking were beyond what we anticipated. A definite 10 out of 10.
I enjoyed working with Rupert on a critical project in high-risk jurisdictions. His expertise and the quality of the analysis were outstanding.










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