Team Lead, UK Sales Team

Company Description

We’re Checkout.com – you might not know our name, but companies like eBay, ASOS, Klarna, Uber Eats, and Sony do. That moment when you check out online? We make it happen.

Checkout.com is where the world checks out. Our global network powers billions of transactions every year, making money move without making a fuss. We spent years perfecting a service most people will never notice. Because when digital payments just work, businesses grow, customers stay, and no one stops to think about why.

With 19 offices spanning six continents, we feel at home everywhere – but London is our HQ. Wherever our people work their magic, they’re fast-moving, performance-obsessed, and driven by being better every day. Ideal. Because a role here isn’t just another job; it’s a career-defining opportunity to build the future of fintech.

Job Description

About the Role:

We are seeking an enthusiastic and results-driven Team Leader to join our growing UK Sales team. Reporting to the Head of Sales UK, you'll be instrumental in developing and guiding our sales professionals. This is a highly hands-on role where you'll not only inspire and lead your team but also directly support them through complex sales cycles, including intricate contract negotiations. If you're a demonstrated people leader with a passion for fostering talent and driving success in a dynamic environment, we'd love to hear from you.

How You'll Make An Impact

• Lead and Mentor: Build, lead, and energise a team of sales professionals in achieving revenue targets by successfully selling Checkout.com’s products to UK-based merchants.
• Hands-on Support: Provide direct, hands-on support to your team, guiding them through all stages of the sales process, from qualification to closing, with a particular focus on complex contract negotiations.
• Expert Guidance: Serve as a subject matter expert, offering advice and practical assistance on sales strategies, product knowledge, and navigating challenging scenarios.
• Data-Driven Optimisation: Drive team performance through a metric-driven approach, ensuring effective use of all available sales tools and resources to maximise efficiency and outcomes.
• Collaboration and Optimisation: Work closely with cross-functional teams including Underwriting, Legal, Partnerships, Solutions Engineering, Account management, Product, Technology and People to optimise processes, roadmaps, and collaboration to enhance team productivity and effectiveness.
• Develop Talent: Be actively involved in the recruitment, onboarding, training, and ongoing development of your team members, fostering a high-performing and inclusive environment.
• Strategic Contribution: Contribute to key strategic decisions that align with and support Checkout.com’s regional and overall corporate global strategy.
• Operational Excellence: Implement the necessary structure, cadence, quality, and discipline to cultivate a professional, scalable, and world-class commercial capability within your team.
  
  

What We're Looking For

• Demonstrated People Leadership: A proven track record of inspiring, leading, and developing sales professionals, ideally managing a B2B Enterprise sales team. You have demonstrated you can set a clear vision and empower your team to achieve it. You have proven experience leading a successful sales organization for an enterprise business.
• Hands-on Sales Expertise: Experience being close to the detail in sales processes, with the ability to provide direct support and guidance, including experience with complex contract negotiations.
• Commercial Acumen: Strong experience and credibility in building valuable relationships with senior leaders and decision-makers in enterprise businesses. A solid understanding of financial acumen and analytical skills, with a structured, data-driven approach to problem-solving.
• Adaptability and Growth Mindset: Experience operating in fast-paced, high-growth environments, comfortable with ambiguity and change. Intellectually curious and eager to learn, with a passion for the FinTech sector.
• Strategic Thinker with Practical Application: Ability to think strategically while also adopting a hands-on approach when needed, and adept at driving prioritisation across an evolving product portfolio.
• Collaborative Spirit: Highly effective at cross-functional stakeholder management and a strong, credible contributor to decision-making processes.
• Excellent Communicator: An engaging communicator with the ability to present a vision and gain buy-in from internal and external stakeholders at all levels.
  
  

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