Senior Engineer I, Workplace Technology

We’re Checkout.com – you might not know our name, but companies like eBay, ASOS, Klarna, Uber Eats, 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 19 offices spanning six continents, we feel at home everywhere – but London is our HQ. Wherever our people work their magic, they’re fast‑moving, performance‑obsessed, and driven by being better every day. Ideal. Because a role here isn’t just another job; it’s a career‑defining opportunity to build the future of fintech.

We are seeking a highly motivated Senior IT Engineer to join our IT Engineering team. You will lead the design, implementation, and maintenance of critical IT systems, ranging from Identity and Access Management (IAM) to broader Workplace Technology and ITSM solutions. As a Senior Engineer I, you are responsible for the technical delivery of your team's products, operating independently to deliver scalable, high‑impact projects end‑to‑end.

How You’ll Make an Impact

• Identity & Access Management: Architect and administer Okta, including complex joiner/mover/leaver processes, SSO integrations (SAML, OIDC), and automated workflows to ensure zero‑touch provisioning.
• Platform Ownership: Serve as the primary Subject Matter Expert (SME) for the Google Workspace ecosystem (including Gmail, Drive, Shared Drives and Endpoint Management). Architect and maintain robust organisational unit (OU) structures, advanced security policies, and governance frameworks to ensure seamless collaboration and data integrity.
• Infrastructure & Automation: Use scripting (Python, PowerShell, Node.js) and config‑as‑code (Terraform) to automate IT operations at scale. Drive the "automation first" mindset by replacing manual tasks with scalable, resilient code.
• Operational Excellence: Act as a senior escalation point for the IT Service Desk. Lead root‑cause analysis (RCA) for complex system failures and implement long‑term remediation to improve system reliability.
• Incident & Resilience: Drive incident response and forensic investigations. Implement comprehensive monitoring and alerting systems (e.g., Grafana, Prometheus) to ensure rapid detection and minimal business downtime.
• Security & Compliance: Enforce RBAC/ABAC policies and ensure IT controls meet rigorous fintech standards like PCI DSS, ISO 27001, and SOC 2. Automate access reviews and audit reporting to maintain a "continuous compliance" state.
• Technical Leadership: Mentor junior engineers through code reviews and pairing sessions. Translate business requirements into high‑level technical designs and influence the strategic roadmap of the IT Engineering group.

What We’re Looking For

• Typically 5+ years of experience in IT Engineering, Systems Administration, or a related technical field within high‑growth environments.
• Identity Expertise: Deep hands‑on experience with Okta (OIE, Workflows, Device Trust) and identity protocols (SAML, SCIM).
• Broad Tech Stack: Proven ability to manage enterprise SaaS platforms (Slack, Jamf, Intune etc..) and cloud‑native environments (AWS/GCP IAM).
• Atlassian Mastery: Significant experience configuring and securing Jira and Confluence at an enterprise level.
• Automation Mindset: Proficiency in scripting and utilising CI/CD pipelines to manage infrastructure. Experience with Infrastructure as Code (IaC) is highly desirable.
• Senior Mindset: A proactive problem‑solver who accepts ambiguity and drives projects from concept to delivery with minimal supervision.
• Communication: Exceptional ability to communicate complex technical concepts to non‑technical stakeholders and manage cross‑functional dependencies.
• Regulated Environments: Experience operating within Finance or other highly regulated industries, with a focus on audit‑ready documentation and security best practices.

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.