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Checkout.com

Manager, AI Transformation (Legal, Risk and Compliance)

London
Posted about 17 hours ago
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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.

Reasons to use Rodeo

I’m in my final year doing Economics and I don’t know whether to apply for grad schemes now or do a masters first. What do you think?

Honest answer — it depends on where you want to end up. A lot of top grad schemes (Big 4, civil service, banking) don’t need a masters. Let’s look at the ones you’d be competitive for now, and we can decide if a masters actually adds anything.

Also worth knowing: most autumn 2026 applications are open now. Timing matters more than you think.

Start with a chat, not a search bar

Grad scheme, placement, apprenticeship? Not sure what you want yet — that's fine. Your agent talks it through with you and turns "I have no idea" into a shortlist.

P

Graduate Consultant — 2026 Scheme

PwC·London, UK
£35,000/yr

Why you're a good match

Strong

Your economics background and your summer at a regional bank line up with what PwC looks for on the consulting scheme. Applications close in four weeks.

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It searches the market for you

Every day your agent scans the market matching roles against what actually matters to you, not just keywords on a CV.

Why you're a good match

You’ve got the grades and the economics background, and your bank internship is exactly the experience this scheme looks for. Apply soon — deadlines close within the month.

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Strong

Experience fit

Your summer at the bank plus your econometrics coursework map directly to the day-one responsibilities on this scheme — client modelling, market briefings, and deal support.

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Strong

Only hits

No noise. No "maybe this fits." Just roles with a clear explanation of why they're right — and where to focus when applying.

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.

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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.

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“It took my CV and asked me questions relevant to understanding what kind of jobs to suggest for me. Suggestions were almost perfect. Jobs were exactly what I’ve been looking for.”

Jessica, London

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Skills

AI Transformation
Legal Tech
Risk Management
Compliance
Generative AI
Contract Lifecycle Management
Process Optimization
Change Management
Stakeholder Leadership
Strategic Planning
Workflow Re-engineering
Project Management
Data Analysis
Operational Transformation
Business Enablement

Location

London, England, United Kingdom

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