Find a job 
Featured Companies 
Featured Universities 
For Companies At a Glance
- Tasks: Lead the global Transaction Monitoring team and enhance AML risk detection.
- Company: Join a dynamic payments partner for top brands like Sony and Klarna.
- Benefits: Enjoy a diverse, inclusive culture with opportunities for growth and innovation.
- Why this job: Be at the forefront of building the digital economy and making a real impact.
- Qualifications: 10+ years in financial crime/AML roles with strong analytical and tech skills required.
- Other info: Work with cutting-edge technologies like AI and machine learning.
The predicted salary is between 72000 - 108000 £ per year.
Our mission is to enable businesses and their communities to thrive in the digital economy. We’re the strategic payments partner for some of the best known fast-moving brands globally such as Wise, Hut Group, Sony Electronics, Homebase, Henkel, Klarna and many others. Purpose-built with performance and scalability in mind, our flexible cloud-based payments platform helps global enterprises launch new products and create experiences customers love. We’re building diverse and inclusive teams around the world — because that’s how we create even better experiences for our merchants and our partners. And we need your help. Join us to build the digital economy of tomorrow.
We are looking for a Director, Head of Transaction Monitoring for Checkout. You will join a growing international Compliance team, reporting into the Head of Financial Crime Controls. This role will lead the global Transaction Monitoring (TM) function, ensuring its effectiveness and scalability while aligning with Checkout.com’s AML policies and regulatory requirements.
Key responsibilities include:
- Leading the TM strategy, building and maintaining the TM framework.
- Coordinating cross-functionally to optimize and enhance detection models.
- Overseeing control effectiveness and managing both first-line TM operations and second-line financial crime investigations.
- Supporting broader financial crime controls, contributing to the enhancement of other key compliance functions as needed.
Lead the global Transaction Monitoring team, providing strategic oversight and technical expertise on AML risk detection and mitigation. Oversee both 1LOD (alert investigations) and 2LOD (FIU and complex investigations), ensuring an effective end-to-end transaction monitoring process with seamless escalation and resolution of financial crime risks. Design, maintain, and continuously improve the TM framework, ensuring a risk-based and scalable approach to transaction monitoring. Work closely with Product and Engineering teams to develop, refine, and optimize transaction monitoring rules and scenarios, ensuring they are effective, calibrated, scalable, and aligned with emerging risks and business growth. Implement quality assurance measures to monitor and enhance the effectiveness of both 1LOD investigations and 2LOD FIU case management. Leverage data analytics and emerging technologies, including AI and machine learning, to enhance detection capabilities and improve efficiency. Ensure compliance with global AML regulations by aligning transaction monitoring policies and processes with industry best practices. Provide subject matter expertise on AML risks to internal stakeholders, supporting risk assessments, audits, and regulatory engagements. Monitor regulatory developments and industry trends to ensure proactive compliance with evolving AML expectations. Oversee MI reporting and key performance metrics, ensuring senior leadership has visibility into TM effectiveness, operational efficiency, and escalation trends.
Minimum qualifications:
- 10 years of experience in a senior financial crime/AML role within a regulated financial institution, FinTech, or payments company.
- Deep understanding of AML transaction monitoring frameworks, financial crime typologies, and regulatory expectations across multiple jurisdictions.
- Strong knowledge of payment flows, money laundering risks, in the FinTech/payments sector.
- Experience working with technology teams to drive improvements in transaction monitoring infrastructure and capabilities.
- Strong analytical skills and a data-driven mindset, with experience leveraging data to improve monitoring effectiveness.
- Experience utilizing data analytics, AI, and machine learning to enhance transaction monitoring capabilities.
- Excellent stakeholder management and communication skills, with the ability to influence senior leadership and external regulators.
- Proficiency in transaction monitoring systems and tools (e.g., Actimize, Mantas, FICO, or equivalent) as well as Microsoft Excel and data visualization platforms.
Hiring hard-working people and giving them a community to thrive in is critical to our success.
DIRECTOR, HEAD OF employer: Checkout.com
Contact Detail:
Checkout.com Recruiting Team
StudySmarter Expert Advice 🤫
We think this is how you could land DIRECTOR, HEAD OF
✨Tip Number 1
Familiarise yourself with the latest trends in AML regulations and transaction monitoring frameworks. This will not only help you understand the role better but also demonstrate your commitment to staying updated in a rapidly evolving field.
✨Tip Number 2
Network with professionals in the financial crime and compliance sectors. Attend industry conferences or webinars to connect with others who can provide insights into the role and potentially refer you to opportunities within Checkout.com.
✨Tip Number 3
Showcase your experience with data analytics and emerging technologies like AI and machine learning. Be prepared to discuss specific examples of how you've used these tools to enhance transaction monitoring capabilities in previous roles.
✨Tip Number 4
Prepare to articulate your strategic vision for transaction monitoring. Think about how you would lead a global team and improve processes, as this will be crucial in demonstrating your fit for the Director position at Checkout.com.
We think you need these skills to ace DIRECTOR, HEAD OF
Some tips for your application 🫡
Tailor Your CV: Make sure your CV highlights relevant experience in financial crime and AML roles. Emphasise your leadership skills and any specific achievements related to transaction monitoring, as this is crucial for the Director position.
Craft a Compelling Cover Letter: Write a cover letter that clearly outlines your understanding of the role and how your background aligns with the company's mission. Mention your experience with transaction monitoring frameworks and your ability to lead teams effectively.
Showcase Technical Expertise: In your application, include specific examples of how you've used data analytics, AI, or machine learning to enhance transaction monitoring capabilities. This will demonstrate your technical expertise and innovative approach.
Highlight Stakeholder Management Skills: Since the role requires excellent communication and stakeholder management skills, provide examples of how you've influenced senior leadership or collaborated with cross-functional teams in previous positions.
How to prepare for a job interview at Checkout.com
✨Showcase Your Expertise in AML
Make sure to highlight your extensive experience in financial crime and AML roles. Be prepared to discuss specific frameworks you've worked with and how you've successfully implemented them in previous positions.
✨Demonstrate Your Analytical Skills
Since the role requires a strong analytical mindset, come ready to share examples of how you've used data analytics, AI, or machine learning to enhance transaction monitoring capabilities. This will show your ability to leverage technology effectively.
✨Communicate Your Strategic Vision
As a Director, you'll need to provide strategic oversight. Be prepared to articulate your vision for the Transaction Monitoring function and how you plan to align it with the company's goals and regulatory requirements.
✨Prepare for Stakeholder Engagement Scenarios
Given the importance of stakeholder management, think of scenarios where you've influenced senior leadership or collaborated with cross-functional teams. This will demonstrate your communication skills and ability to work collaboratively.
