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.
Our Strategic & Leadership Hiring team leads Director, Senior Director, VP and C-suite hiring across functions and global locations. We’re looking for an experienced, research-led recruiter to deliver the market insight, candidate engagement and initial assessment behind these business-critical searches. You’ll own research, sourcing and screening for assigned roles, turning complex briefs into thorough talent maps and credible shortlists. This is a hands-on opportunity to take ownership, work closely with senior stakeholders and help shape Checkout.com’s leadership teams.
What you’ll be doing
Turn role briefs into focused search plans. Build thorough company and talent maps, understanding organisational structures, role scope and transferable experience to identify strong candidates beyond the obvious talent pools.
Write tailored outreach that gives senior, passive candidates a compelling reason to engage. Build rapport, communicate the opportunity credibly and sustain interest through thoughtful follow-up.
Lead substantive screening conversations to explore expertise, achievements, leadership behaviours and motivation. Make evidence-based recommendations, highlighting strengths, gaps and areas for further assessment.
Keep multiple searches moving. Get up to speed quickly on unfamiliar roles and markets, prioritise effectively and adapt your approach when feedback or results point to a better route.
Build trusted relationships with candidates and stakeholders through responsive communication, discretion and clear expectations. Share concise search updates, candidate summaries and useful market intelligence.
Maintain accurate candidate intelligence, market maps and applicant tracking system records. Stay on top of commitments and next steps, and flag search risks early.
Use research platforms, market intelligence and AI tools to improve search speed and quality, checking accuracy and protecting confidential information.
What we look for
Recruitment experience with substantial hands-on responsibility for research, sourcing and candidate screening, and a track record of building strong pipelines for senior or specialist roles.
Thorough market-mapping skills. You can build a clear picture of a talent market, identify relevant organisations and people, and explain the reasoning behind your recommendations.
Compelling written and verbal communication. You create personalised outreach, engage senior candidates and ask thoughtful, probing questions.
Sound judgement across functional expertise, interpersonal skills and leadership behaviours. You distinguish demonstrated capability from polished presentation and recognise where more evidence is needed.
High attention to detail and reliable follow-through. Your candidate notes, research, written updates and records are accurate, organised and handled with discretion.
Pace, resilience and adaptability. You learn new briefs quickly, balance competing priorities and respond to unanswered outreach, candidate declines and changing requirements with practical alternatives.
A collaborative, low-ego approach. You take ownership, welcome feedback, share insights and ask for help early when needed.
Nice to haves
Executive search or search-firm research experience, particularly on confidential leadership appointments.
Experience sourcing across fintech, payments or technology, and using AI or market-intelligence tools to strengthen research and outreach.
Why join
You’ll take ownership of meaningful search work, partner with senior decision-makers and build deep knowledge of leadership talent across functions and markets. Your research and judgement will help Checkout.com make better-informed leadership hiring decisions.
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