Senior Manager, Regulatory Inspections and Strategic Response

Senior Manager, Regulatory Inspections and Strategic Response

Full-Time 75600 - 92400 £ / year (est.) Home office (partial)
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At a Glance

  • Tasks: Lead regulatory inspections and manage sensitive situations with strategic oversight.
  • Company: Join Checkout.com, a key player in fintech powering global transactions.
  • Benefits: Flexible hybrid work model, career growth opportunities, and a supportive team culture.
  • Other info: Be part of a dynamic team that values diversity and personal growth.
  • Why this job: Make a real impact in a fast-paced environment while shaping the future of payments.
  • Qualifications: Experience in regulatory management, strong project management skills, and excellent communication.

The predicted salary is between 75600 - 92400 £ per year.

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. Our platform helps the most ambitious businesses deliver effortless digital experiences, at scale.

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
  • 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 recognised 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.

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.

Senior Manager, Regulatory Inspections and Strategic Response employer: Checkout.com

At Checkout.com, we pride ourselves on being an exceptional employer that fosters a culture of innovation and collaboration. With our London headquarters, we offer a dynamic work environment where employees are empowered to take ownership of their roles and contribute to meaningful projects from day one. Our commitment to employee growth is evident through clear career advancement opportunities and a supportive hybrid working model that promotes work-life balance, making us a top choice for talent acquisition professionals seeking to make a significant impact in the fintech industry.

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Contact Details:

Checkout.com Recruitment Team

StudySmarter Expert Advice🤫

We think this is how you could land Senior Manager, Regulatory Inspections and Strategic Response

Tap into Campus Networks

If you're still in uni, don’t forget to engage with your campus's career services and attend finance-related events. Banks often do presentations and recruitment drives on campus, so put yourself out there and make use of these opportunities to show off your passion for the field.

Get Certified

Consider pursuing relevant certifications like the CFA or ACCA while you’re job hunting. They not only beef up your CV but also connect you with professional bodies which can lead to networking opportunities and even job openings in banking and financial services.

Connect on Professional Platforms

Join finance-focused groups on platforms like LinkedIn and engage in discussions. This can really help you stand out from the crowd, allowing potential employers to see your knowledge and interest in industry trends. Plus, you might stumble upon job postings shared exclusively within the group.

Apply Directly and Be Proactive

Don’t shy away from reaching out directly to firms like Checkout.com. Use their websites and apply through them, but also consider following up with a polite email to express your enthusiasm. Being proactive can make a huge difference in getting noticed in the competitive financial services sector.

We think you need these skills to ace Senior Manager, Regulatory Inspections and Strategic Response

Regulatory Inspections Management
Project Management
Stakeholder Management
Crisis Management
Cross-Functional Coordination
Written Communication
Analytical Skills

Some tips for your application 🫡

Show Off Your Numbers!:In the banking and financial services world, quantifiable achievements are key. Make sure your CV highlights your grades in relevant subjects, any financial certifications you hold, and specific projects where you've delivered measurable results. Employers love to see how your skills translate into real-world success.

Tailor Your Cover Letter to the Role:When applying for a full-time position, your cover letter should make a direct connection between your experience and the job description. Don't just state your enthusiasm for finance—dive into how your background in banking or financial analysis sets you apart. Let your passion shine through while being specific about what you can bring to Checkout.com.

Include Relevant Financial Software Experience:If you've worked with financial modelling tools or software like Excel, SAP, or specific analytical tools during your studies or internships, bring that up! Highlighting your proficiency can really make your application pop and show you're ready to hit the ground running in a full-time role.

Research and Reflect:Before hitting that 'apply' button on Checkout.com's website, do a little digging. Look up their recent projects, values, and culture. Reflecting their ethos in your application can make a huge difference and show you’re genuinely interested in being part of the team!

How to prepare for a job interview at Checkout.com

Brush Up on Financial Analysis Skills

Make sure you're well-versed in financial concepts and analytical techniques relevant to banking and financial services. Get comfortable with tools like Excel for modelling or financial forecasting, as technical questions in this area are common during interviews with Checkout.com.

Prepare for Case Studies

Expect to tackle case studies that demonstrate your problem-solving skills in real-world banking scenarios. Familiarise yourself with the types of problems you might face—think risk assessments or investment evaluations—and be ready to articulate your thought process clearly.

Show Your Passion for Finance

Since this is a full-time position, employers at Checkout.com will be keen to see your genuine interest in finance. Be prepared to discuss recent industry trends or news articles that excite you, showcasing your enthusiasm and engagement with the field.

Network with Industry Professionals

Before your interview, reach out to current or former Checkout.com employees on platforms like LinkedIn. They'll offer unique insights into the company's culture and the interview process, which can give us a delightful edge in showcasing a good fit for the team.