Principal, CEO Office CEO Office - Strategy London

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. Our platform helps the most ambitious businesses deliver effortless digital experiences, at scale.

The CEO Office works with senior leaders across Checkout.com on high-priority strategic and operational problems. The team turns important questions into clear decisions, coordinated execution and measurable business outcomes.

This is a manager-level individual-contributor role for a hands-on operator. You will own defined, high-priority, cross-functional initiatives end to end—from framing problems and aligning stakeholders to implementing solutions and delivering measurable outcomes. Working closely with the Head of the CEO Office, you will combine structured problem-solving with hands-on execution.

How You'll Make an Impact (Role overview)

• Support the CEO and Head of the CEO Office on critical cross-functional initiatives by helping coordinate day-to-day delivery, stakeholder collaboration and progress towards measurable outcomes.
• Help investigate complex, ambiguous problems by clarifying the problem, developing practical solutions and supporting the implementation of durable processes or systems.
• Support departments in scaling by contributing to organisation design, objectives and KPI setting, and the development of robust operating processes.
• Assist leadership in navigating ambiguity by surfacing insights, decisions and risks, coordinating follow-through and supporting alignment across teams, particularly where there is no natural owner.
• Projects may include organisational model design, international expansion strategy, scaling new business lines, strategic planning and goal setting, go-to-market execution, regulatory, data and financial infrastructure initiatives, and supporting board and shareholder reporting.

What We're Looking For (Background and core competencies)

• Experience in a fast-paced, high-performance environment. Relevant backgrounds include consulting, high-growth technology, investing, investment banking, strategic finance or entrepreneurial operations. Payments or fintech exposure and international experience are advantages.
• Use first-principles thinking, data and judgement to structure ambiguous problems, identify key measures and move between strategic questions and operational detail. Advanced SQL or hands-on data analysis is a plus.
• Turn analysis into practical plans, KPIs, processes, tools or systems that create durable value. Experience building low-code/no-code or AI automations that others continue to use is a plus.
• Personally own cross-functional work and deliver measurable outcomes.
• Build trust, navigate trade-offs and make progress across functions without formal authority, with a low-ego and collaborative approach.
• Learn quickly, respond well to feedback, adapt to changing priorities and show evidence of creating, launching or materially improving something from scratch. Founding or entrepreneurial experience is valued but not required.

Additional Information

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.

Our hybrid working model offers flexibility, with three days per week in the office to support collaboration and connection.