Director, EngineeringDirector, Engineering

Weʼre Checkout.com – you might not know our name, but companies like eBay, ASOS, Klarna, Uber, and Sony do. That moment when you check out online? We make it happen. Checkout.com is where the world checks out. Our global network powers billions of transactions every year, making money move without making a fuss. We spent years perfecting a service most people will never notice. Because when digital payments just work, businesses grow, customers stay, and no one stops to think about why. With nearly 20 offices spanning six continents, we feel at home everywhere – but London is our HQ. Wherever our people work their magic, theyʼre fast-moving, performance-obsessed, and driven by being better every day. Ideal. Because a role here isnʼt just another job; itʼs a career-defining opportunity to build the future of fintech. As our global footprint and product portfolio continue to grow, Checkout.com is now looking to hire a new Engineering leader for our Financial Infrastructure FI product pillar, based in Tallinn. We see significant value in investing in the local team, and in the importance of scaling FI in line with our business growth and strategic objectives. The FI pillar supports numerous teams and cross-functional initiatives, and is the driving force behind Checkout striving to operate at public company standards. Their main customers are our Finance, Accounting and Treasury teams, but they also ‘connect the dotsʼ to other Product and Engineering pillars. This pillar is fundamental to underpinning our scale and complexity; by providing accurate, low-latency tools and systems that ensure the value and quality we deliver to our merchants is backed up by sound financial practice and operational excellence internally. Whilst the Financial Infrastructure pillar already handles vast scale and complexity today, the demands on this team will ultimately continue to evolve as we pursue additional products and services outside of our core acquiring portfolio, such as the Checkout Business Account, multi-currency accounts, and powering broader Financial Experiences. The Financial Infrastructure pillar currently includes the following teams: Transactional Ledger: Building and maintaining a unified, real-time financial record designed to enable exceptional financial reporting and control. This acts as the single source of truth for all merchant transactions, encompassing processing, money movement, and fees, ensuring precision and reconciliation. Data Pipeline: Providing robust data pipeline tools that automate the processing and distribution of critical financial data, including real-time cash identification and allocation. These tools ensure the efficient and standardized processing of various payment streams (including APMs) for comprehensive financial reconciliation across multiple products in our portfolio. Financial Data Analytics: Mainly supporting our Treasury and Accounting teams. Safeguarding: Providing support and enablement for merchant safeguarding. The incoming Engineering leader will be comfortable scaling critical, high-volume platforms and systems (potentially supporting financial transactions or money movement but may also apply to broader high-complexity software solutions at scale) and will have a proven track record of maintaining and evolving robust, highly available infrastructure at the highest standards, supporting multiple stakeholders. This role will champion technical excellence and innovation; harnessing our #AthleteMindset by recognising that there is no finish line in the continuous delivery of unified, real-time tech platforms and infrastructure. They will also display a strong challenger mentality and ethos, ensuring our engineering strategy for the Financial Infrastructure pillar remains fit-for-purpose and ready to meet the challenges that rapid growth and expansion will continue to bring. This is also an opportunity to further establish Checkout.com as a best-in-class operator and thought leader within the Payments and digital ecosystems, and to increase our footprint within the Estonian tech community. This person will act as an ambassador for our broader team on the ground in Tallinn – a key Engineering hub for Checkout since our acquisition of Icefire in 2021 – as a highly visible leader in the office, supporting local employees (mainly across Tech, Product and Finance), and serving as a talent magnet to grow the Engineering function whilst ensuring we maintain the highest bar on quality and provide material opportunities for progression. Within the Financial Infrastructure pillar, the incoming Director, Engineering will directly lead an established team of 30+ Engineers and EMs of varying seniorities. Amongst other duties, the incoming Engineering leader will have impact across: Leading design and delivery of our Financial Infrastructure tooling and systems. Supporting cross-functional teams of technical and non-technical stakeholders to solve complex Engineering problems whilst supporting business delivery. Unlocking growth as Checkout's aims continue to scale; paving the way for future strategic initiatives and business deliverables (e.g. banking products). Shaping robust, high-touch, low-latency software and infrastructure. Championing creativity and innovation, and displaying a strong challenger mentality and ethos. Managing and developing a high-performing team of IC (Individual Contributor) Engineers and Engineering Managers; providing guidance, support and career development. Striving for best practice on hiring, coaching, enablement and being a magnet for top talent in Tallinn, and an ambassador for our growing footprint there. The ideal candidate for the role will bring: Proven experience building, scaling, and operating mission-critical, high-volume, low latency infrastructure and platforms for internal stakeholders (e.g., ledgers, data tooling, reconciliation systems). Ideally, specific knowledge related to complex Financial processes and transactions, but candidates may also come from broader technology environments. Deep technical understanding of complex, cloud-native technology stacks and engineering systems, ideally with an understanding of financial control, related regulatory challenges and end-user requirements. Track record of leading and developing multi-level engineering teams and offering mentoring, coaching and progression to encourage talent to thrive. Experience acting as a site leader, external ambassador, and talent magnet, especially in driving technical culture and raising the bar on hiring. Exceptional collaboration skills, with a proven ability to partner effectively with senior cross-functional stakeholders (locally and remotely), particularly in Finance, Tech and Product teams. A champion of technical excellence, continuous delivery, and robust, highly-available infrastructure, maximising productivity and ROI for your teams. Humility, low ego, and being an ideal ambassador for our mission, values and operating principles. If you feel that you don't meet all the requirements but think you might still be right for the role, please consider continuing in the process. We're always keen to build relationships with leaders who resonate with our mission and values. At Checkout.com, everything starts with our values, including the experience we offer our people. #Aspire We supercharge your professional growth with career development programs and leadership training. You can learn your way, with tailored pathways and online platforms, and be inspired at relevant conferences. #Excel We don't stop at "good" here. We strive for excellence amongst our teams every day and recognize colleagues who take it to the next level through our quarterly peer-nominated Hero awards. #Unite We're proud of our global connections and inclusive environment. So we champion this through our colleague-led community groups and celebrate many cultural events together. Want to see us in action? Take a peek here:

Checkout.com is an equal opportunities employer. We welcome applications from all members of society irrespective of age, sex, disability, sexual orientation, race, religion, or belief. We make recruiting decisions based on your experience, skills and personality. We believe that employing a diverse workforce is the right thing to do and is central to our success.