Commercial AI Solutions Specialist

Company Description We’re Checkout.com . You might not know our name, but companies like eBay, Spotify, Klarna, Uber, and Sony do, because we’re behind many of the digital experiences you use every day. We are where the world checks out, enabling over 10 billion transactions yearly for more than one billion global shoppers. Whether you want to book a holiday, order food, renew a subscription, or check out online, there’s a good chance our tech powers the payments behind the scenes. Our platform helps the most ambitious businesses deliver effortless digital experiences, at scale. If you want to do career-defining work, you’ve come to the right place. We move fast, think globally, and believe great teams are built by hiring exceptional people with conviction, curiosity, and the desire to make an impact. With 20 offices across six continents and London as our HQ, we’re shaping the future of fintech – and we’re just getting started.

About the role Build AI workflows that Commercial teams actually use and prove the impact. We are looking for a Commercial AI Solutions Specialist to turn high-value Commercial problems into practical, adopted AI workflows. You will own use cases end to end: discovering problems, assessing and prioritising opportunities, rapidly prototyping solutions, supporting deployment, driving adoption, and measuring business impact. This is a hands-on role for someone who combines curiosity, structured problem-solving, and strong delivery ownership. You do not need deep expertise in every AI tool or in payments. We do expect evidence that you have learned a new domain quickly, independently built and shipped at least one useful workflow, and translated an ambiguous business problem into a measurable outcome. What early success looks like During the first 90 days, you will build a strong understanding of Commercial priorities and workflows, develop a credible pipeline of use cases, and deliver practical quick wins. You will also establish the foundations for measuring adoption, productivity, and commercial impact as the portfolio develops. 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.

What you will do 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.

What we are looking for 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.

Desirable experience 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.

Additional Information Bring all of you to work We create the conditions for high performers to thrive, through real ownership, fewer blockers, and work that makes a difference from day one. Here, you’ll move fast, take on meaningful challenges, and be recognized for the impact you deliver. It’s a place where ambition gets met with opportunity, and where your growth is in your hands. We work as one team, and we back each other to succeed. So whatever your background or identity, if you’re ready to grow and make a difference, you’ll be right at home here. 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 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 to learn more about our culture, open roles, and what drives us. For a closer look at daily life at Checkout.com , follow us on LinkedIn and Instagram