Risk Management in an AI World

Tom Burton


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Why do we trust computers?


AI is a constant feature in the news these days, but a couple of news items in recent weeks might have struck you as worthy of more thought. First was the announcement by Meta and OpenAI that they will shortly be releasing models that ‘think’ more like people and are able to consider the consequences of their decisions. And the second was an article in the FT that the speed of AI development is outstripping the development of methods to assess risk.


These two developments and the conflicts they raise are related to a quixotical feature of human nature: why do we trust computers more than humans?


If there is a reliable basis of trust in a person or in a piece of technology, then the level of risk being taken can be more clearly understood. Without a sound basis of trust, this risk becomes increasingly uncertain.


In this article, Tom Burton, a cyber security expert and technology thought leader, addresses the historical roots of this dilemma, and also answers the following:


  • Why is digital risk such a challenging concept?
  • How will AI make this problem more complicated?
  • What principles could be put in place to manage trust in an era of AI?


Where does this bias originate?


Why is it that a human is more likely to implicitly trust what a computer tells them than what another human tells them?


Before you hit back with disagreement, consider this scenario: How would you react if a gentleman dressed in the regalia of an African prince turned up at your door offering untold riches without any conditions? 


Many over the years have been taken in by exactly that offer received by email. Phishing, fake news on social media, and numerous other socially engineered deceptions rely on this digital bias, which has been the subject of plenty of research.


When Tom Burton was responsible for information systems, information management, and information exploitation in his Army Headquarters, he found it striking how many people assumed the accuracy of a unit’s location on a screen was 100% reliable. They would take a similar ‘sticky’ marker on a physical map with caution; recognising that there was implicit uncertainty in the accuracy of the ‘reported’ location, and that the unit in question may have moved significantly since they made that report. Yet, they would be happy to zoom in to the greatest detail on a screen and ask why A Squadron or B Company was on the east side of the track rather than the west.


This implicit trust has striking implications for many aspects of our digital lives, and will be brought into even sharper focus with the widespread adoption of AI applications.

Is tech more like a hammer or a human?


Tom has a theory. Humans are inherently fallible, deceitful and unpredictable. We make mistakes, sometimes intentionally; sometimes due to tiredness, emotions or bias. And we have spent at least 300,000 years reaffirming this model of each other.


Machines are considered to be predictable and deterministic. No matter how many times two large numbers are entered into a calculator, it’s expected that they will be added up correctly and consistently.


When considering the output of a computer, at least subconsciously, it is considered to be more like a hammer than a human: a predictable tool, that will produce the result it was programmed for.


But even in the case of conventional, non-AI technology, this perspective is a fallacy. Computers are designed and programmed by fallible humans. Mistakes are made, and those mistakes are transferred to the code, and in turn, the results that this code produces. The more complex the code, the less certainty there will be of accurate and consistent results. 


A ‘truthful’ response may also be dependent on having a similar perspective to the person who designed a system. If ambiguous problems are interpreted differently by the designer, then the probability that the results will be misinterpreted increases significantly.


People consider their digital tools as predictable as a hammer, but too frequently they operate more like the humans who created them.


This situation is only likely to get more extreme with AI. Technology is actively being designed to operate more like humans. To learn and apply insight from that learning in new situations. The question asked of a system today might well produce a different answer if asked again in the future, because the information and ‘experiences’ that answer is based on will change. In exactly the same way that if one asks a human the same question ten years apart, we are not surprised by a different answer, particularly if seeking an opinion.


How does this affect the risks of employing increasingly advanced technologies?


If technological tools are increasingly becoming more similar to humans than hammers, then how does this affect risk? The diversity and unpredictability of humans is something with which society is familiar and has been managing for some time; so let's look at the similarities, because, after all, the aim is to replace people with technologies that operate in a similar way.


It's known that people misunderstand tasks because language is ambiguous, and interpretation is based on an individual’s perspective. Everyone has different value systems, influencing where focus is placed and where corners might be cut. At an extreme, these different values may lead to behaviour that is negligent or even malicious. People can be subverted or coerced to do things. All of these behaviours have parallels with complex technology, and AI in particular.


Ambiguity will always create uncertainty and risk. AI models are based on value systems that are intended to steer them towards the most desired outcome; but those value systems may be imperfect, especially when defined in the past for unforeseen situations in the future. And it's known that technology can be compromised to produce undesirable outcomes.


But it is important to note that there are some fundamental differences as well. Groups and organisations tend to have inherent dampers that reduce extremes (though geopolitics might provide evidence against this). Recruiting one person to do a task might result in a ‘good egg’ or a bad one. But recruiting a team of ten increases the chance that different perspectives will challenge extreme behaviours. Greater diversity increases this effect. This does not eliminate risk, and a very strong character might be able to influence the entire team, but it introduces some resistance. However, if the ‘team’ comprises instances of the same AI model, feeding from the same knowledge base, using the same value systems and learning directly from each other, it might operate more like an echo chamber; as seen with runaway trading algorithms that are tipped out of control by the positive feedback of their value systems.


Are digital risk and business risk the same?


Assuming the trajectory of technology continues into the age of AI, intelligent tools will be used wherever possible to do tasks currently done by humans. Over time, every aspect of business will be decided or influenced by digital systems, using digital tools, operating on digital objects, to produce outcomes that will be digital in nature before they transition into the physical world.


Consequently, there will not be many risks that do not have a very significant digital element. It could therefore be argued that managing cyber-, information- or digital-risk (whichever term you prefer) will be inseparable from the majority of business risks. Going into the future, the current construct of a CISO function managing information risk separate from many of the other corporate risk areas might seem quaint. Instead, it's uncertain whether any area of business risk management will be able to claim they ‘don’t do technology’ and it will be more important than ever for technology risk to be managed with an intimate and universal understanding of the business.


Applying human risk management to artificial intelligence


Improving our understanding of risk by considering technology components as people, at least at a conceptual level, is possible. Society is already there in many respects and, as AI solutions emerge over the years and decades to come, this convergence is only going to accelerate. An AI model’s decisions are based on an unpredictable array of inputs that will change over time. They are based on a set of values that need to be maintained in line with business and ethical values. But most importantly, they will learn. Learn from their own experiences, and learn from each other. This sounds far more like a human actor than a hammer.


Tom Burton suggests that we can take lessons from managing human risk and apply them to digital risk. He suggests the following measures that can be immediately adopted by businesses:


  • Initiation: When embarking on an initiative, time needs to be taken to consider the inherent risks faced. Not just the discrete risks within the initiative but also the more systemic risks that need to be avoided.


  • Recruitment: Deciding what is meant by trust when selecting the types of technologies to be employed, and where technology will be applied versus where a human in the loop is desired, is necessary. The frame of reference used to define and measure trust, what external evidence can be taken, and how much needs to be reinforced with one's own due diligence needs consideration. For instance, government regulation and certification of AI models may provide a baseline of trust, but in the more sensitive and high risk areas of business, 'interviews' and tests will likely need to be applied.


  • Design: The more risk that can be designed out, the easier (and cheaper) it will be to manage the residual risk in operations. The concept of Secure by Design is important now but will become essential as the progression continues. Ensuring the equivalent of segregation of duties until more is understood about how these systems will operate, learn, and develop over time is crucial. Applying segmentation is too often ignored today, with broad flat networks, but it will be vital to contain risk in the future.


  • Operations: In operations, just like with people, preparation for the worst scenario is necessary. This is not just about monitoring an environment. It is also about maintaining an understanding of risk and war gaming new scenarios that come to mind. The military planning process always includes the question: "Has the situation changed." Industrialising this in the way systems are managed, maintained, and evolved is needed. The most obvious 'big issue' that comes to mind is the point when operationalised quantum computing comes to the fore; but there will be others as well and adaptation to overcome them will be required.


Summary: Optimism is Good, but Hope is not a Strategy


There is a lot to be optimistic about in the future. There will be change, and the need to adapt, but the pace of change and the breadth of its impact demands that we take an objective approach to understanding and managing risk—hope is not a strategy.


If we do not understand something, then our trust in it must decrease as a consequence. This does not mean that we should not employ it; after all, the trust we have in our people and our partners isn't binary. But we put controls and frameworks in place to limit the damage that people can do proportionate to this trust.


We need to treat technologies that demonstrate human traits in a similar way.

About Tom Burton


With over 20 years of experience in business, IT, and security leadership roles, including several C-suite positions, Tom has an acute ability to distil and simplify complex security problems, from high-altitude discussions about business risk with the board, to detailed discussions about architecture, technology good practice, and security remediation with delivery teams. With a tenacious drive to enhance cyber security and efficiency, Tom has spent a significant amount of time in the Defence, Aerospace, Manufacturing, Pharmaceuticals, High Tech, and Government industries, and has developed an approach based on applying engineering principles to deliver sustainable business change. 


If you would like to speak to Tom or anyone from the Cyber Security team, please use the form below.

About Cambridge Management Consulting


Cambridge Management Consulting (Cambridge MC) is an international consulting firm that helps companies of all sizes have a better impact on the world. Founded in Cambridge, UK, initially to help the start-up community, Cambridge MC has grown to over 160 consultants working on projects in 20 countries.


Our capabilities focus on supporting the private and public sector with their people, process and digital technology challenges.


For more information visit www.cambridgemc.com or get in touch below.


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by Darren Sheppard 4 December 2025
What is the Contract Lifecycle Management and Why does it Matter? The future success of your business depends on realising the value that’s captured in its contracts. From vendor agreements to employee documents, everywhere you look are commitments that need to be met for your business to succeed. The type of contract and the nature of goods or services it covers will determine what sort of management activities might be needed at each stage. How your company is organised will also determine which departments or individuals are responsible for what activities at each stage. Contract Lifecycle Management, from a buyer's perspective, is the process of defining and designing the actual activities needed in each stage for any specific contract, allocating ownership of the activities to individuals or groups, and monitoring the performance of those activities as the contract progresses through its lifecycle. The ultimate aim is to minimise surprises, ensure the contracted goods or services are delivered by the vendor in accordance with the contract, and realise the expected business benefits and value for money. The Problem of Redundant Spend in Contracts Despite the built-in imbalance of information favoring suppliers, companies still choose to oversee these vendors internally. However, many adopt a reactive, unstructured approach to supplier management and struggle to bridge the gap between contractual expectations and actual performance. Currently, where governance exists, it is often understaffed, with weak, missing, or poorly enforced processes. The focus is primarily on manual data collection, validation, and basic retrospective reporting of supplier performance, rather than on proactively managing risk, relationships, and overall performance. The amount of redundant spend in contracts can vary widely depending on the industry, the complexity of the contracts, and how rigorously they are managed. For further information on this, Cambridge MC’s case studies provide insights into typical ranges and common sources of redundant spend. As a general estimate, industry analysts often state that redundant spend can account for as much as 20% of total contract value. In some cases, especially in poorly managed contracts, this can be much higher. What is AI-driven Contract Management? Artificial Intelligence (AI) is redefining contract management, transforming a historically time-consuming and manual process into a streamlined, efficient, and intelligent operation. Traditionally, managing contracts required legal teams to navigate through extensive paperwork, drafting, reviewing, and monitoring agreements — a process prone to inefficiencies and human error. With the emergence of artificial intelligence, particularly generative AI and natural language processing (NLP), this area of operations is undergoing a paradigm shift. This step change is not without concerns however, as there are the inevitable risks of AI hallucinations, training data biases and the threat to jobs. AI-driven contract management solutions not only automate repetitive tasks but also uncover valuable insights locked up in contract data, improving compliance and reducing the risks that are often lost in reams paperwork and contract clauses. Put simply, AI can automate, analyse, and optimise every aspect of your contract lifecycle. From drafting and negotiation to approval, storage, and tracking, AI-powered platforms enhance precision and speed across these processes; in some cases reducing work that might take several days to minutes or hours. By discerning patterns and identifying key terms, conditions, and concepts within agreements, AI enables businesses to parse complex contracts with ease and efficiency. In theory, this empowers your legal and contract teams (rather than reducing them), allowing personnel to focus on high-level tasks such as strategy rather than minutiae. However, it is important to recognise that none of the solutions available in the marketplace today offer companies an integrated supplier management solution, combining a comprehensive software platform, capable of advanced analytics, with a managed service. Cambridge Management Consulting is one of only a few consultancies that offers fully integrated Contract Management as a Service (CMaaS). Benefits of Integrating AI into your Contract Lifecycle Management Cambridge MC’s Contract Management as a Service (CMaaS) 360-degree Visibility: Enable your business to gain 360-degree visibility into contracts and streamline the change management process. Real-time Data: Gain real-time performance data and granularly compare it against contractually obligated outcomes. More Control: Take control of your contracts and associated relationships with an integrated, centralised platform. Advanced meta data searches provide specific information on external risk elements, and qualitative and quantitative insights into performance. Reduces Costs: By automating manual processes, businesses can significantly reduce administrative costs associated with contract management. AI-based solutions eliminate inefficiencies in the contract lifecycle while minimising reliance on external legal counsel for routine tasks. Supplier Collaboration: Proactively drive supplier collaboration and take a data-driven approach towards managing relationships and governance process health. Enhanced Compliance: AI tools ensure that contracts adhere to internal policies and external regulations by flagging non-compliant clauses during the drafting or review stage. This proactive approach reduces the risk of costly disputes or penalties. Reduces Human Errors: In traditional contract management processes, human errors can lead to missed deadlines and hidden risks. AI-powered systems use natural language processing to identify inconsistencies or inaccuracies in contracts before they escalate into larger issues. Automates Repetitive Tasks: AI-powered tools automate time-consuming tasks such as drafting contracts, reviewing documents for errors, and extracting key terms. This frees up legal teams to focus on higher-value activities like strategic negotiations and risk assessment. We can accurately model and connect commercial information across end-to-end processes and execution systems. AI capabilities then derive and apply automated commercial intelligence (from thousands of commercial experts using those systems) to error-proof complex tasks such as searching for hidden contract risks, determining SLA calculations and performing invoice matching/approvals directly against best-in-class criteria. Contract management teams using AI tools reported an annual savings rate that is 37% higher than peers. Spending and tracking rebates, delivery terms and volume discounts can ensure that all of the savings negotiated in a sourcing cycle are based on our experience of managing complex contracts for a wide variety of customers. Our Contract Management as a Service, underpinned by AI software tooling, has already delivered tangible benefits and proven success. 8 Steps to Transition Your Organisation to AI Contract Management Implementing AI-driven contract management requires a thoughtful and structured approach to ensure seamless integration and long-term success. By following these key steps your organisation can avoid delays and costly setbacks. Step 1 Digitise Contracts and Centralise in the Cloud: Begin by converting all existing contracts into a digital format and storing them in a secure, centralised, cloud-based repository. This ensures contracts are accessible, organised, and easier to manage. A cloud-based system also facilitates real-time collaboration and allows AI to extract data from various file formats, such as PDFs and OCR-scanned images, with ease. Search for and retrieve contracts using a variety of advanced search features such as full text search, Boolean, regex, fuzzy, and more. Monitor upcoming renewal and expiration events with configurable alerts, notifications, and calendar entries. Streamline contract change management with robust version control and automatically refresh updated metadata and affected obligations. Step 2 Choose the Right AI-Powered Contract Management Software: Selecting the right software is a critical step in setting up your management system. Evaluate platforms based on their ability to meet your organisation’s unique contracting needs. Consider key factors such as data privacy and security, integration with existing systems, ease of implementation, and the accuracy of AI-generated outputs. A well-chosen platform will streamline workflows while ensuring compliance and scalability. Step 3 Understand How AI Analyses Contracts: To make the most of AI, it’s essential to understand how it processes contract data. AI systems use Natural Language Processing (NLP) to interpret and extract meaning from human-readable contract terms, while Machine Learning (ML) enables the system to continuously improve its accuracy through experience. These combined technologies allow AI to identify key clauses, conditions, and obligations, as well as extract critical data like dates, parties, and legal provisions. Training your team on these capabilities will help them to understand the system and diagnose inconsistencies. Step 4 Maintain Oversight and Validate AI Outputs: While AI can automate repetitive tasks and significantly reduce manual effort, human oversight is indispensable. Implement a thorough process for spot-checking AI-generated outputs to ensure accuracy, compliance, and alignment with organisational standards. Legal teams should review contracts processed by AI to verify the integrity of agreements and minimise risks. This collaborative approach between AI and human contract management expertise ensures confidence in the system. Step 5 Refine the Data Pool for Better Results: The quality of AI’s analysis depends heavily on the data it is trained on. Regularly refine and update your data pool by incorporating industry-relevant contract examples and removing errors or inconsistencies. A well-maintained data set enhances the precision of AI outputs, enabling the system to adapt to evolving business needs and legal standards. Step 6 Establish Frameworks for Ongoing AI Management: To ensure long-term success, set clear objectives and measurable goals for your AI contract management system. Define key performance indicators (KPIs) to track progress and prioritise features that align with your organisation’s specific requirements. Establish workflows and governance frameworks to guide the use of AI tools, ensuring consistency and accountability in contract management processes. Step 7 Train and Empower Your Teams: Equip your teams with the skills and knowledge they need to use AI tools effectively. Conduct hands-on training sessions to familiarise users with the platform’s features and functionalities. Create a feedback loop to gather insights from your team, allowing for continuous improvement of the system. Avoid change resistance by using change management methodologies, as this will foster trust in the technology and drive successful adoption. Step 8 Ensure Ethical and Secure Use of AI: Tools Promote transparency and integrity in the use of AI-driven contract management. Legal teams should have the ability to filter sensitive information, secure data within private cloud environments, and trace data back to its source when needed. By prioritising data security and ethical AI practices, organisations can build trust and mitigate potential risks. With the right tools, training, and oversight, AI can become a powerful ally in achieving operational excellence as well as reducing costs and risk. Overcoming the Technical & Human Challenges While the benefits are compelling, implementing AI in contract management comes with some unique challenges which need to be managed by your leadership and contract teams: Data Security Concerns: Uploading sensitive contracts to cloud-based platforms risks data breaches and phishing attacks. Integration Complexities: Incorporating AI tools into existing systems requires careful planning to avoid disruptions and downtime. Change Fatigue & Resistance: Training employees to use new technologies can be time-intensive and costly. There is a natural resistance to change, the dynamics of which are often overlooked and ignored, even though these risks are often a major cause of project failure. Reliance on Generic Models: Off-the-shelf AI models may not fully align with your needs without detailed customisation. To address these challenges, businesses should partner with experienced providers who specialise in delivering tailored AI-driven solutions for contract lifecycle management. Case Study 1: The CRM That Nobody Used A mid-sized company invests £50,000 in a cutting-edge Customer Relationship Management (CRM) system, hoping to streamline customer interactions, automate follow-ups, and boost sales performance. The leadership expects this software to increase efficiency and revenue. However, after six months: Sales teams continue using spreadsheets because they find the CRM complicated. Managers struggle to generate reports because the system wasn’t set up properly. Customer data is inconsistent, leading to missed opportunities. The Result: The software becomes an expensive shelf-ware — a wasted investment that adds no value because the employees never fully adopted it. Case Study 2: Using Contract Management Experts to Set Up, Customise and Provide Training If the previous company had invested in professional services alongside the software, the outcome would have been very different. A team of CMaaS experts would: Train employees to ensure adoption and confidence in using the system. Customise the software to fit business needs, eliminating frustrations. Provide ongoing support, so issues don’t lead to abandonment. Generate workflows and governance for upward communication and visibility of adherence. The Result: A fully customised CRM that significantly improves the Contract Management lifecycle, leading to: more efficient workflows, more time for the contract team to spend on higher value work, automated tasks and event notifications, and real-time analytics. With full utilisation and efficiency, the software delivers real ROI, making it a strategic investment instead of a sunk cost. Summary AI is reshaping the way organisations approach contract lifecycle management by automating processes, enhancing compliance, reducing risks, and improving visibility into contractual obligations. From data extraction to risk analysis, AI-powered tools are empowering legal teams with actionable insights while driving operational efficiency. However, successful implementation requires overcoming challenges such as data security concerns and integration complexities. By choosing the right solutions, tailored to their needs — and partnering with experts like Cambridge Management Consulting — businesses can overcome the challenges and unlock the full potential of AI-based contract management. A Summary of Key Benefits Manage the entire lifecycle of supplier management on a single integrated platform Stop value leakage: as much as 20% of Annual Contract Value (ACV) Reduce on-going governance and application support and maintenance expenses by up to 60% Deliver a higher level of service to your end-user community. Speed without compromise: accomplish more in less time with automation capabilities Smarter contracts allow you to leverage analytics while you negotiate Manage and reduce risk at every step of the contract lifecycle Up to 90% reduction in creating first drafts Reduction in CLM costs and extraction costs How we Can Help Cambridge Management Consulting stands at the forefront of delivering innovative AI-powered solutions for contract lifecycle management. With specialised teams in both AI and Contract Management, we are well-placed to design and manage your transition with minimal disruption to operations. We have already worked with many public and private organisations, during due diligence, deal negotiation, TSAs, and exit phases; rescuing millions in contract management issues. Use the contact form below to send your queries to Darren Sheppard , Senior Partner for Contract Management. Go to our Contract Management Service Page
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