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Checkout.com is a global fintech platform powering over 10 billion transactions yearly for companies like eBay, Spotify, Klarna, Uber, and Sony. The company operates 20 offices across six continents with London as headquarters.
You will own AI workflow use cases end-to-end for the Commercial organization: discovering problems, assessing opportunities, rapidly prototyping solutions, supporting deployment, driving adoption, and measuring business impact. This is a hands-on role combining curiosity, structured problem-solving, and strong delivery ownership.
Key responsibilities include:
- 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 evidence-based baselines, 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 technical, data, security, and risk partners when solutions require platform support or formal approval
- Support end-user enablement through documentation, demonstrations, training, and ongoing iteration
- Maintain visibility of progress, dependencies, risks, adoption, and realized impact
Success in the first 90 days means building strong understanding of Commercial priorities, developing a credible pipeline of use cases, and delivering practical quick wins. By day 90, you should have two workflows live with real Commercial users, each with a named business owner, measured before/after impact against a baseline, and sustained weekly active use.
The role offers a hybrid working model with three days per week in the office to support collaboration and connection.
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 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 judgment to distinguish valuable use cases from attractive distractions
- Strong stakeholder management and communication skills, with ability to influence without formal authority
- Bias toward action, experimentation, and iteration, balanced with appropriate attention to risk and governance
- Ability to work independently while escalating material decisions and dependencies appropriately
DESIRABLE EXPERIENCE:
- Experience in Commercial, go-to-market, Revenue Operations, payments, fintech, or other regulated-industry environment
- Familiarity with generative AI, agentic workflows, APIs, workflow automation, data visualization, or prompt and evaluation techniques
- Experience explaining new workflows, 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; tools such as Claude Code, Cursor, and Codex are examples rather than requirements
- Ability to read code, understand logic, and steer and debug an agentic coding tool
