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Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # AI Product & Transformation Lead - Legal & Enterprise Risk - **Company:** Checkout.com - **Location:** UK - **Experience:** Expert - **Contract:** Permanent contract - **Skills:** Artificial Intelligence, Cyber Security, Knowledge Management, Knowledge-Based Systems, Software Product Management, Generative AI, Agentic-AI, Low-code, Text Summarization - **Published:** October 15, 2026 - **Apply:** https://www.totaljobs.com/job/transformation-lead/checkout-com-job108177548 ## About the Role * Experience building AI products, automation, digital capabilities or technology-enabled ways of working in a complex organisation. * A track record of taking ambiguous problems from discovery through to a practical outcome that people actually use. * Deep practical experience with generative AI, AI agents, workflow automation, knowledge management, no-code or low-code tools, or similar technologies. * Strong user-centred instincts: you listen carefully, understand how work is really done and design for adoption rather than theoretical capability. * Strong judgement about confidentiality, privilege, data protection, security, accuracy and responsible use of AI. * A coaching mindset and the ability to help others become more confident and capable builders. * Curiosity, pragmatism and a bias towards learning by doing. ## Description We are looking for an AI Product & Transformation Lead to build the next generation of AI-enabled ways of working across Legal and Enterprise Risk. Please, note experience within Legal or Risk would be useful, but it is not essential. We are particularly interested in people who combine strong AI product, technical, operational or design instincts with enough domain empathy to build trusted solutions. This is a hands-on AI role for someone who enjoys turning emerging technology into products and capabilities that people genuinely use. You will lead discovery with lawyers, risk professionals, legal operations and business stakeholders, identify high-value opportunities, and turn them into practical AI solutions. You will not be working only at the level of strategy. You will build and ship AI products, agents, automations, workflows and playbooks; test what works with end users; learn quickly; and create the conditions for other people across Legal and Enterprise Risk to build as well. You will be embedded in the Legal and Enterprise Risk organisation and partner closely with Compliance, Technology, Data, Information Security and other enabling functions to scale AI capabilities safely across the business. What you will do Build and scale AI products: * Lead structured discovery with Legal and Enterprise Risk teams to identify high-value AI opportunities, recurring friction, manual work and decision bottlenecks. * Turn real user problems into clear use cases, lightweight prototypes and scalable solutions. * Build, configure or product-manage AI-enabled tools, agents, workflow automations, self-service experiences and knowledge systems. * Take solutions from idea to pilot to adoption, including testing, iteration, documentation and handover. * Balance speed and experimentation with appropriate controls for confidentiality, privilege, data protection, security and legal risk. Help others build products: * Make practical AI-building skills accessible to lawyers, risk professionals and Legal Operations colleagues through hands-on sessions, guides and coaching. * Establish an AI builder community or similar forum for sharing use cases, prompts, prototypes, lessons and reusable components across Legal and Enterprise Risk. Apply AI to improve how work gets done: * Map and redesign workflows across Legal and Enterprise Risk, using AI to improve speed, quality, consistency and capacity. * Create repeatable processes, templates, playbooks and operating rhythms that reduce unnecessary manual effort. * Design better ways to capture, organise, retrieve and reuse organisational knowledge through AI-enabled search, summarisation and assistance. * Identify opportunities to improve intake, triage, matter management, contract workflows, reporting and business self-service. * Establish simple measures of impact, such as time saved, cycle-time reduction, quality improvements, user satisfaction and adoption. Build alignment and momentum * Own a prioritised AI product and use-case pipeline based on user need, value, feasibility, adoption potential and risk. * Bring stakeholders together around clear problems and decisions rather than abstract technology discussions. * Communicate progress, learnings and trade-offs in a way that works for both technical and non-technical audiences. * Build strong relationships with Technology, Data, Information Security, Procurement and other partners needed to deliver safely at scale. * Help Legal and Enterprise Risk leadership make informed choices about AI tools, investment, capability, governance and ways of working.