Director, Engineering, Financial Infrastructure

Job Overview

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 dots’ 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.

Financial Infrastructure 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

Remit and Responsibilities

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

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 daily 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.