Senior Engineering Manager

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.

Checkout.com is looking for an ambitious Senior Engineering Manager to join our Disputes team. Our mission is to build the tools, services, and models that help merchants manage and win disputes at scale - reducing the cost and operational burden of chargebacks while protecting revenue for our merchants and our business.

Disputes sit at the intersection of merchant-facing products, complex scheme and regulatory processes, and data-driven decisioning. Our team owns the full stack, anchored by a .NET back end that manages the dispute lifecycle and integrates with card schemes, alongside the front-end experiences merchants use to track and respond to disputes and the machine learning models that predict outcomes and recommend the best action on every case.

We're building for scale, and that scale brings ambiguity, shifting priorities, and the occasional setback - so we're looking for a resilient leader who has built and sustained high-performing teams, learned from failure, and come back stronger. Above all, you'll be someone who drives predictable delivery and operational efficiency: shipping consistently, running systems reliably, and continuously improving how the team works. The ideal candidate has operated across both enterprise and scale-up environments and has a proven track record of driving growth within large, complex, regulated organisations.

Key Responsibilities

• Lead a team centred on a .NET back end, with front-end and machine learning components, helping engineers establish and validate their understanding of technical architecture and design end-user-centric systems and tools.

• Own predictable, high-velocity delivery — establishing healthy engineering practices, sensible estimation, and a smooth path from idea to production so the team ships consistently and sustainably.

• Drive operational efficiency and reliability by automating processes — including monitoring and alerting — meeting SLAs/SLOs, reducing operational cost, and minimising toil to keep the team focused on high-value work rather t

• Continuously improve delivery and operational metrics (e.g. cycle time, deployment frequency, change failure rate, and incident response), using data to identify bottlenecks and raises the bar over time.

• Manage team engineers across various seniority levels and disciplines while staying hands-on when needed. Cultivate an inclusive environment where every team member feels they belong, and mentors them in both their career development and interpersonal skills. Make a good team great, and keep it great..

• Oversee quarterly execution of roadmap delivery, ensuring the team stays focused on the right priorities and manages efficiently through dependencies and cross-functional hurdles.

• Collaborate across Engineering, Product, and Operations to deliver solutions for merchant and internal dispute use cases.

• Build and strengthen relationships with engineers, managers, and people leads across multiple teams.

• Operating in a highly regulated financial space, ensure compliance with a range of control frameworks — from internal stakeholders such as InfoSec and Internal

• Audit, to external auditors, card schemes, and regulators.

• Oversee the responsible use of machine learning and AI in dispute decisioning, leading the team to develop the infrastructure, tooling, and governance required to run models safely and at scale in production.

About You

• A resilient leader who has learned from setbacks and failures and consistently comes back stronger, keeping teams steady and delivering through periods of change and ambiguity.

• You thrive on pace. You're energised by a high-growth environment, comfortable making decisions with imperfect information, and you keep the team moving and shipping when priorities shift under you.

• A proven track record of driving predictable delivery and operational efficiency — improving throughput, reliability, and the team's cost of operation, and using metrics to back it up.

• Proven experience building, growing, and sustaining high-performing engineering teams over time — not just standing them up.

• Experience across both enterprise and scale-up environments, with a demonstrated track record of driving growth and delivery within large, complex, regulated organisations.

• A strong back-end engineering background, ideally in .NET / C#, leading teams building scalable, event-driven services and APIs. Comfortable also overseeing front-end and machine learning work, able to earn credibility and make sound trade-offs across disciplines even where you aren't the deepest expert.

• Able to partner with Product Management to assess technical feasibility, provide capacity estimates, and balance new features against architectural health.

• Excellent time management and proactive problem-solving skills.

Technologies we work with

• Back end (primary): .NET / C#, REST APIs, event-driven and microservice architectures.

• Front end: React, TypeScript.

• Machine learning: Python, model training and serving, and the infrastructure to run models in production.

• Data & platform: SQL, plus experience designing batch and stream data-processing systems.

• Cloud & tooling: AWS and/or GCP, Docker, Terraform, and observability tooling such as Datadog.

• Knowledge of Kubernetes, Kafka, and CI/CD pipelines is highly beneficial.

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