Role overview

Checkout.com is seeking a Legal Operations Specialist to join its legal team in London. The company powers digital payments for major brands including eBay, Spotify, and Uber, processing over 10 billion transactions annually. In this role, you will drive operational excellence within the legal department by modernizing technology systems, automating processes, and embedding data-driven efficiencies across the legal function.

Key responsibilities

Administer, integrate, and continuously improve the legal technology stack, with particular focus on Contract Lifecycle Management systems.
Support and optimize the legal department’s Jira infrastructure, including designing custom workflows in Jira Service Management, managing Jira Spaces, and building a comprehensive knowledge base in Confluence.
Identify and implement opportunities to embed artificial intelligence and machine learning into legal operations, such as automated contract review, AI-powered search, legal operations chatbots, and automated intake triaging.
Evaluate existing legal processes to identify bottlenecks in areas such as merchant agreements, vendor contracts, and regulatory tracking, then engineer streamlined and scalable workflows to address them.
Design dashboards and generate metrics within Jira and Contract Lifecycle Management tools to track legal spend, turnaround times, contract volumes, and team capacity, presenting actionable insights to leadership.
Manage relationships with legal technology vendors and ensure the team maximizes value from industry resources and professional memberships.

Requirements

Minimum of one year of experience in Legal Operations, ideally within fintech, payment processing, or highly regulated corporate environments.
Hands-on experience with enterprise Contract Lifecycle Management systems such as Ironclad, LinkSquares, Icertis, or Conga, including template building and workflow routing.
Working knowledge of Jira with demonstrated ability to design custom workflows, queues, and service level agreements in Jira Service Management, manage Jira Spaces, and structure documentation in Confluence.
Experience using generative artificial intelligence tools, prompt engineering, or AI-backed legal technology features to build efficiencies and automate repetitive tasks.
General understanding of legal operational challenges specific to payment processing, financial services, or technology companies.

What makes this role worth considering

You will join a global fintech leader with 20 offices across six continents, working in a fast-paced environment where you can directly impact how billions of digital transactions are processed. The role offers a hybrid working arrangement with three days per week in the London office, enabling you to balance collaboration with flexibility. Checkout.com emphasizes real ownership, meaningful work from day one, and career growth driven by your own ambition and initiative.