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- Tasks: Support the COO/CHRO in driving strategic initiatives and managing projects across Operations and HR.
- Company: Join a fast-paced, innovative company that values collaboration and growth.
- Benefits: Flexible hybrid working model, real ownership, and opportunities for personal development.
- Why this job: Make a significant impact by translating strategy into action and working with senior leaders.
- Qualifications: 5+ years in Operations, HR, or management consulting; strong analytical and project management skills.
- Other info: Dynamic environment where your growth is in your hands and every contribution matters.
The predicted salary is between 43200 - 72000 £ per year.
We are looking for a highly capable Chief of Staff to support an executive who holds both the Chief Operating Officer (COO) and Chief Human Resources Officer (CHRO) roles. This is a high-impact, cross-functional role designed to provide leverage, structure, and analytical rigour across a broad operational and people agenda. The Chief of Staff will work closely with the COO/CHRO to help translate strategy into execution, drive key initiatives forward, and ensure clarity, prioritisation, and follow-through across multiple workstreams. This role is ideal for someone with a background in Operations, HR, or management consulting, who thrives in ambiguity, is highly data-driven, and is comfortable working with senior stakeholders across the business.
What you’ll do
- Strategic & operational support
- Act as a trusted thought partner to the COO/CHRO, helping to structure problems, analyse options, and drive clear recommendations.
- Support the translation of strategic priorities into executable plans across Operations and People agendas.
- Help manage competing priorities, sequencing work and surfacing trade-offs clearly.
- Data, insights & decision support
- Build and maintain dashboards, analyses, and insights across operational and people metrics (e.g. workforce data, performance indicators, delivery milestones).
- Use data to identify risks, trends, and opportunities, and to inform executive decision-making.
- Prepare clear, concise materials for leadership meetings, reviews, and updates.
- Project & initiative management
- Own and drive multiple projects simultaneously, often across Operations and HR, from definition through to delivery.
- Track progress, dependencies, risks, and outcomes across key initiatives.
- Bring structure to ambiguous or fast-moving workstreams, creating clarity where it does not yet exist.
- Stakeholder & leadership engagement
- Work effectively with senior leaders across the company (beyond your direct executive) to align on goals, inputs, and execution.
- Support preparation for leadership meetings, including agenda setting, pre-reads, and follow-ups.
- Act as a connective tissue between teams, ensuring information flows smoothly and decisions are clearly communicated.
- Business rhythm & hygiene
- Help ensure leadership forums and operating rhythms are effective, well-run, and outcome-focused.
- Capture decisions, actions, and accountability, and ensure follow-through.
- Continuously identify opportunities to improve how the organisation plans, executes, and communicates.
What we’re looking for
- Experience & background
- 5+ years of professional experience, ideally in:
- Operations
- Human Resources / People teams
- Management consultancy (particularly operations, organisation, or people-focused work)
- Experience working in fast-moving, growth-oriented environments.
- Exposure to senior stakeholders and complex, cross-functional work.
- Skills & Capabilities
- Highly analytical and data-driven: comfortable working with metrics, dashboards, and structured analysis.
- Strong project management skills, with the ability to manage multiple priorities at once.
- Excellent stakeholder management skills, including confidence working with senior leaders.
- Able to operate effectively in ambiguity, bringing clarity, structure, and momentum.
- Clear, concise communicator — able to synthesise complex information for executive audiences.
- Strong judgement, discretion, and professionalism.
- Ways of working
- Proactive, organised, and execution-focused.
- Comfortable switching context frequently without losing attention to detail.
- Curious, pragmatic, and outcomes-oriented.
- High integrity and trusted with sensitive 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. 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.
Chief Of Staff in London employer: Checkout.com
Contact Detail:
Checkout.com Recruiting Team
StudySmarter Expert Advice 🤫
We think this is how you could land Chief Of Staff in London
✨Tip Number 1
Network like a pro! Reach out to people in your industry, especially those who know the COO or CHRO. A friendly chat can open doors and give you insights that might just land you an interview.
✨Tip Number 2
Prepare for the unexpected! In a role like Chief of Staff, you'll need to think on your feet. Practice answering tough questions and be ready to discuss how you’d tackle real-world challenges in operations and HR.
✨Tip Number 3
Show off your analytical skills! Bring examples of how you've used data to drive decisions in past roles. This will demonstrate your ability to support the COO/CHRO with clear, data-driven insights.
✨Tip Number 4
Don’t forget to apply through our website! It’s the best way to ensure your application gets noticed. Plus, it shows you’re genuinely interested in being part of our team at Checkout.com.
We think you need these skills to ace Chief Of Staff in London
Some tips for your application 🫡
Tailor Your Application: Make sure to customise your CV and cover letter for the Chief of Staff role. Highlight your experience in Operations, HR, or management consulting, and show how it aligns with our needs at StudySmarter.
Showcase Your Analytical Skills: Since this role is highly data-driven, include examples of how you've used data to inform decisions or drive projects. We love seeing candidates who can bring clarity to complex information!
Be Clear and Concise: When preparing your application materials, keep them clear and to the point. We appreciate straightforward communication, especially when it comes to synthesising complex ideas for executive audiences.
Apply Through Our Website: We encourage you to apply directly through our website. It’s the best way for us to receive your application and ensures you’re considered for the role. Plus, it’s super easy!
How to prepare for a job interview at Checkout.com
✨Know Your Stakeholders
Before the interview, research the key stakeholders you’ll be working with, especially the COO and CHRO. Understand their priorities and challenges, and think about how your experience can help address these. This will show that you’re proactive and ready to engage at a high level.
✨Demonstrate Analytical Skills
Prepare to discuss specific examples where you've used data to drive decisions or improve processes. Bring along any dashboards or analyses you've created in previous roles to showcase your analytical rigour. This will highlight your comfort with metrics and structured analysis.
✨Project Management Examples
Be ready to share stories about managing multiple projects simultaneously. Focus on how you prioritised tasks, managed competing deadlines, and brought clarity to ambiguous situations. This will illustrate your strong project management skills and ability to thrive in fast-paced environments.
✨Communicate Clearly and Concisely
Practice summarising complex information into clear, concise points. During the interview, aim to communicate your thoughts in a structured manner, as if you were preparing materials for an executive meeting. This will demonstrate your ability to synthesise information for senior audiences.
