Staff Product Designer, Acquiring & Design System
AI in this role
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 team
You’ll join a Design organisation of 30+ specialists across Product Design, Research, Content, and Technical Writing. Embedded in Product Design, you’ll work across You’ll work Acquiring, our products and infrastructure that help merchants accept and process payments, and Checkout.com’s cross-pillar design system.
You’ll report to the Director of Enterprise Product Design and work from our London office three days a week.
The role
We’re looking for a Staff Product Designer to balance two connected responsibilities: lead design for Acquiring and evolve Checkout.com’s design system.
The design system accelerates and unifies product delivery, while Acquiring keeps its evolution grounded in practice. You’ll elevate the design system through code-first and AI-integrated workflows while taking full design ownership of Acquiring and bridging existing coverage gaps.
While you won’t manage direct reports, your impact will be significant: shaping how the system evolves and how the Acquiring team ships. You’ll lead through exceptional craft, technical fluency, and influence.
What you’ll own
Lead end-to-end design for Acquiring, mentoring designers and raising craft quality through critique and guidance.
Evolve Checkout.com’s cross-pillar design system across products and surfaces, including dashboard and mobile experiences
Partner with Product and Engineering to apply the system to real product needs and implementation constraints.
Improve how teams move from design intent to production.
What success looks like
Acquiring has consistent coverage and craft quality, with designers set up to execute independently.
The design system scales to help teams deliver consistent, high-quality experiences across products, surfaces, and new initiatives.
The design team is able to ship experiences end-to-end (shipping code), empowered by the design system and AI tooling you lead.
Skills and experience
You don’t need to match every detail exactly. We’re looking for candidates who meet most of the core requirements and can show how they think, build, and work through ambiguity.
Core requirements
Staff-level product design scope or equivalent: set direction without formal authority and raise the quality of others through critique and mentoring.
Exceptional product craft across interaction, visual design, prototyping, and shipped experiences.
Ownership of complex product work, partnering closely with Product and Engineering from problem to delivery.
Experience shaping and evolving a production design system.
Technical fluency to collaborate with Engineering on implementation constraints and design-to-development workflows; this is not a front-end engineering role.
Shipped experience using AI-assisted design or development workflows, such as Claude Code, Cursor, or equivalent.
Nice to have
Payments, fintech, or B2B SaaS experience.
Experience with complex enterprise, platform, infrastructure, or technically demanding products.
Experience leading a Design System guild or improving design-to-development quality across desktop and mobile.
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
How we rate this
Staff Product Designer, Acquiring & Design System at Checkout.com rates 9 out of 100 for how much of the daily work is AI. That makes it Little AI (AI Level 1 of 4). The level is about AI in the job, not seniority.
Little AI. AI is not part of the work.
- ●●●● Builds AI80 to 100
- ●●●○ Works on AI60 to 79
- ●●○○ Uses AI40 to 59
- ●○○○ Little AI0 to 39
Levels come from how often the tools, models and workflows of the role are named in the posting itself. Open the description and count.
Prepare for this job
A free preview built only from this posting: what it asks for, what you could be asked in an interview, and how to adjust your resume.
Skills and AI tools this role asks for
Questions you could be asked
- What's a project where you used Claude hands-on?
- Walk me through how you've used Cursor in your day-to-day work.
- What are the limits of Claude Code that you've run into, and how did you work around them?
Adapt your resume
- List these exact terms on your resume: Claude, Cursor, and Claude Code. An applicant tracking system matches the wording, not the idea.
- Attach one line of real, concrete experience to at least one of them — a tool named with nothing behind it rarely survives a human read.
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