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.
The Role
This is a newly created role sitting at the centre of some of Checkout.com's most sensitive and consequential regulatory moments. Reporting to the Director of External Affairs, the Senior Manager, Regulatory Inspections and Strategic Response will manage Checkout's most important regulatory situations end-to-end, whether planned or unplanned.
In practice, that means two connected mandates. The first is the planned, cyclical work of running Checkout's regulatory inspections and examinations — a methodical, deadline-driven discipline that forms the steady-state core of the role. The second is the unplanned work: leading the response to the exceptional, time-critical and commercially sensitive situations that require a calm cross-functional leader to bring them to a resolution.
You will be the person the business turns to when a regulator opens an inspection, and when a sensitive cross-functional situation needs to be stabilised quickly and handled with judgement. You will bring order and momentum to ambiguous, high-stakes matters, coordinating across Legal, Compliance, Risk, Commercial, Product, Tech and Communications, and you will own the strategy and the outcome.
This is a role with a clear mandate to build. You will establish the function, set the operating model, and over the course of 2027 hire and develop a small team of specialists to scale it.
What you'll do
Own regulatory inspections end-to-end
Act as the single accountable owner for Checkout's regulatory inspections, examinations and skilled-person reviews across the group's regulated entities.
Run each inspection as a programme: set the strategy and narrative, build and manage the timeline, coordinate evidence gathering, quality-assure submissions, and prepare and rehearse subject-matter experts and senior stakeholders for regulator engagement.
Serve as the primary point of coordination between the business and the regulator.
Protect the company's position throughout — controlling disclosures to what is necessary and appropriate, safeguarding confidential supervisory information, and ensuring the executive team and boards are informed at the right moments.
Drive continuous improvement by running post-mortems after each engagement and acting on any findings.
Lead the response to sensitive, escalated situations
Lead the response to the exceptional, time-critical situations that carry material regulatory, financial or reputation risk and need to be handled at pace.
Bring structure to ambiguity: establish the facts, set out the risk and the options for senior decision-makers, secure decisions, assign actions, and maintain momentum until matters are resolved.
Work in close partnership with the Director of External Affairs on the most sensitive matters, acting as a trusted extension of the role.
Build the function
Establish the operating model and playbooks for a new function within Checkout.com
Hire, develop and lead a small team
What we are looking for
Significant experience in managing regulatory inspections and engagement - ideally within payments or fintech
A methodical, meticulous approach to project management
A track record of keeping calm under pressure
Highly responsive, solutions-oriented and comfortable operating with ambiguity
Commercially pragmatic, with the ability to weigh regulatory and reputational risk against business objectives and to take considered, well-reasoned decisions
Excellent stakeholder management: credible with regulators and auditors, trusted by executives, and effective at mobilising colleagues across functions and geographies.
People management experience, or clear readiness to build and lead a team
Impeccable written communication
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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