Manager, Operations and Strategy (CEO Office)

Jackalope Digital LLC; Greater London; Hybrid; GBP 110,000 - 170,000; Full time

Benefits offered by this job

Hybrid working model

Three days in office

Job summary

Checkout.com is scaling a high‑impact Strategy & Operations function within the CEO Office to strengthen product delivery and execution across the business. As a Manager, Strategy & Operations, you’ll be a hands‑on operator embedded with a Product team, partnering with Product, Engineering and other functions to drive initiatives from planning through launch.

You’ll use data and first‑principles thinking to identify root causes, design practical solutions, and build scalable operating

Qualifications

• Structured problem-solving using first-principles thinking and data
• Cross-functional delivery of high-priority projects end to end
• Data-driven decision-making with measurable outcomes

Responsibilities

• Lead major cross-functional initiatives from framing to launch
• Develop scalable planning, testing, governance and release processes
• Drive delivery speed, quality and scalability with clear ownership

Skills

Structured problem solving

Cross-functional delivery

Data-driven decisions

Building & automation

Ownership & impact

Influence & communication

Job description

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.

Checkout.com and the CEO Office

Checkout.com is building the future of payments.

Our global, multi-product payments network helps businesses move money, improve acceptance, manage fraud and turn payments into a competitive advantage. Headquartered in London, with offices around the world, Checkout.com is trusted by leading brands including eBay, DocuSign, Vinted, Uber, Klarna, Wise, Pinterest, Grab and Sony.

This is a career-defining opportunity at a generation-defining company. There is no finish line at Checkout.com: we set ambitious goals, build with intent and move at speed, always guided by our values as we work to create a brighter future for payments across the online ecosystem.

The role

We are scaling a high-impact Strategy & Operations team within the CEO Office to strengthen product delivery and execution across the business.

As a Manager, Strategy & Operations, you will be a hands‑on operator embedded in a designated Product team or pillar. Working alongside Product, Engineering and other functions, you will lead complex strategic and operational initiatives, align stakeholders, manage dependencies, resolve blockers and drive delivery from planning through launch. This is a business execution and operating leadership role—not primarily a consulting or process‑improvement role.

You will use data and first‑principles thinking to identify root causes, design practical solutions and build scalable operating mechanisms. The role offers high visibility with the CEO and executive team, with opportunities to grow into broader responsibilities across Product, Technology and the wider organisation.

How you’ll make an impact

• Drive strategic initiatives: Lead major cross‑functional projects, create alignment, clarify ownership, manage risks and make sure initiatives launch effectively.
• Build scalable operating mechanisms: Develop practical standards and processes for planning, testing, launch readiness, governance, reporting and cross‑functional decision‑making.
• Improve measurable business outcomes: Take ownership of specific processes or metrics where there is a clear opportunity to improve speed, quality or scalability.

Success means owning and delivering meaningful business projects—not simply diagnosing problems or redesigning processes in isolation. You will build trust with your Product team or pillar, take ownership of strategic initiatives and turn ambiguous priorities into clear, measurable plans that drive delivery through launch.

What we’re looking for: Background and core competencies

You may come from strategy consulting, investment banking, product, technology, operations, professional services or a high‑growth company. We’re looking for multiple years of experience in influential, ideally cross‑functional roles in fast‑paced, high‑performance environments, with evidence of problem‑solving, ownership and impact rather than a particular career path. Formative experience in STEM studies, high‑level Manufacturing, or Professional Services (e.g., Management Consulting, Investment Banking) is valued but not essential

• Structured problem‑solving: Exceptional ability to navigate ambiguity using first‑principles thinking, data and sound judgement—not pattern‑matching alone.
• Cross‑functional delivery: Experience leading high‑priority projects end to end, from framing the problem and aligning stakeholders to implementing solutions and delivering measurable outcomes.
• Data‑driven decision‑making: Ability to identify the right metrics, own data collection and analysis, and use dashboards or other tools to make progress, bottlenecks and performance visible.
• Building and automation: Willingness to understand processes at ground level, then create or materially improve systems, workflows and operating capabilities from 0 to 1.
• Ownership and impact: Take responsibility for complex work, follow through on the details and create lasting value for the teams and business you support.
• Influence and communication: Align and constructively challenge stakeholders without formal authority, communicate concisely and clearly at the right altitude and be willing to address difficult issues directly.

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

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