Manager, AI Transformation (Legal, Risk and Compliance)

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. 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. Role Overview We are seeking an AI Transformation Manager to drive the adoption of cutting-edge AI solutions across our Legal, Risk, and Compliance teams. This role bridges strategy and practical delivery, shaping our roadmap across three core pillars: Upskilling & Culture, High-Impact Pilots, and Business Self-Service

How You’ll Make An Impact

• Strategy & Roadmap: Define and deliver the AI transformation roadmap across people, process, and technology.
• Use-Case Pipeline: Identify, prioritize, and deploy high-value AI solutions, starting with quick wins and building toward scalable, enterprise-grade tools.
• Process Optimization: Partner with Legal, Risk, and Compliance leads to re-engineer workflows, enhancing quality, speed, and consistency.
• Enablement & Culture: Build AI fluency across teams through tailored change management, training programs, and hands-on guidance.
• Business Self-Service: Design and deploy AI-driven self-service mechanisms that increases the business’ ability to self-serve routine legal, risk, and compliance requests via intuitive, AI-powered tools.

What We’re Looking For

• Domain Expertise: Strong background in Legal, Risk, or Compliance, with proven experience leading tech or operational transformation initiatives.
• Practical AI Knowledge: Solid understanding of generative AI, contract lifecycle management (CLM) AI, and Legal AI tools.
• Stakeholder Leadership: Track record of bringing cross-functional stakeholders along the journey and translating ambiguous goals into concrete execution.
• Change Management: Ability to drive user adoption, overcome hesitation toward AI tools, and cultivate a culture of continuous learning.

Success looks like

• Scalable Pipeline: A prioritization matrix and active pipeline of high-impact AI use cases showing measurable ROI.
• High Adoption: Widespread, confident adoption of AI tools across internal Legal, Risk, and Compliance functions.
• Business Empowerment: A measurable shift toward stakeholder self-service for low-complexity, high-volume requests, leading to faster response times across the organization.
• Operational Efficiency: Reduced turnaround times and manual effort for core legal and compliance processes.

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