checkout.com - Commercial AI Solutions Specialist
Requirements
• Evidence of having built and shipped at least one useful workflow, automation, AI-powered tool, or prototype that real users used in practice. • Evidence of rapidly learning a new domain or capability and independently delivering a measurable business outcome. • Experience owning work from an ambiguous problem through to an implemented solution. • Strong analytical and data literacy, including the ability to interpret data, establish baselines, and evaluate outcomes. • Hands-on experience building useful workflows, automations, or prototypes using low-code or no-code platforms, automation tools, or AI-assisted coding tools. • Structured problem-solving skills and the judgement to distinguish valuable use cases from attractive distractions. • Strong stakeholder management and communication skills, with the ability to influence without formal authority. • A bias toward action, experimentation, and iteration, balanced with appropriate attention to risk and governance. • The ability to work independently while escalating material decisions and dependencies appropriately. • You are not expected to have every item below. These are examples of experience that may help you succeed in the role; we will assess evidence of learning agility, delivery, and judgement over checklist matching. • Experience in a Commercial, go-to-market, Revenue Operations, payments, fintech, or other regulated-industry environment. • Familiarity with generative AI, agentic workflows, APIs, workflow automation, data visualisation, or prompt and evaluation techniques. • Experience explaining a new workflow, gathering user feedback, and supporting adoption across stakeholders. • Hands-on experience building AI-powered tools, agents, or automations that other people used in their real work. • Familiarity with agentic development tools, APIs, and SQL; named tools such as Claude Code, Cursor, and Codex are examples rather than requirements. • You can read code, understand logic, and steer and debug an agentic coding tool. • It’s important we set you up for success and make our process as accessible as possible. So let us know in your application, or tell your recruiter directly, if you need anything to make your experience or working environment more comfortable. • Life at Checkout.com http://Checkout.com • We understand that work is just one part of your life. Our hybrid working model offers flexibility, with three days per week in the office to support collaboration and connection. • Curious about what it’s like to be part of our team? Visit our Careers Page https://www.checkout.com/careers to learn more about our culture, open roles, and what drives us. • For a closer look at daily life at Checkout.com http://Checkout.com, follow us on LinkedIn https://www.linkedin.com/company/checkout/life/ and Instagram https://www.instagram.com/checkout_com/
Responsibilities
• By day 90: two workflows live with real Commercial users, each with a named business owner, a measured before/after delta against a pre-build baseline, and sustained weekly active use. • Partner with Commercial teams and Revenue Operations to identify workflow pain points and high-value automation and AI augmentation opportunities. • Investigate problems, map current processes, establish an evidence-based baseline, and define clear use-case outcomes. • Build, test, and rapidly iterate on prototypes using AI-assisted coding tools, automation, and low-code or no-code platforms. • Take approved use cases from discovery through deployment, adoption, and impact measurement. • Design pragmatic human-in-the-loop workflows, controls, and feedback mechanisms. • Coordinate with relevant technical, data, security, and risk partners when a solution requires platform support or formal approval. • Support the enablement of end users through clear documentation, demonstrations, training, and ongoing iteration. • Maintain visibility of progress, dependencies, risks, adoption, and realised impact.
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