Senior Specialist, Benefits (6 Month FTC) London

Checkout Ltd; London; On-site; GBP 35,000 - 65,000; Part time

Job summary

An established industry player in the fintech space is seeking a proactive Benefits Specialist to enhance their benefits programs across various regions. This role involves managing benefits administration, collaborating with leadership and vendors, and ensuring seamless execution of benefits strategies. The ideal candidate will thrive in a dynamic environment, balancing strategic thinking with hands-on execution. Join a company that values innovation and inclusivity, and help shape the future of employee experience in the digital economy. If you're passionate about creating impactful benefits offerings, this opportunity is perfect for you!

Qualifications

• Extensive experience in benefits administration across multiple countries.
• Strong vendor management and negotiation skills are essential.

Responsibilities

• Manage day-to-day operations of regional benefits and resolve employee inquiries.
• Oversee regional benefit renewals and new implementations throughout the year.

Skills

Benefits Administration

Vendor Management

Data Analysis

Problem Solving

Presentation Skills

Tools

HRIS

AON

Job description

Senior Specialist, Benefits (6 Month FTC)

• Part-time
• Cost Center Hierarchy: People
• CKO Department: People

Checkout.com is one of the most exciting fintechs in the world. 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. And it's not just what we build that makes us different. It's how.

We empower passionate problem-solvers to collaborate, innovate and do their best work. That’s why we’re on the Forbes Cloud 100 list and a Great Place to Work accredited company. And we’re just getting started. 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.

At Checkout.com, we're not just leading the future of global payments—we're creating a world-class employee experience. Our customer-first culture is the cornerstone of our success, and we're committed to delivering impactful and competitive benefits that reflect our values.

As we continue our rapid growth, we're seeking a proactive Benefits SME to take ownership of designing, implementing, and enhancing our benefits programs across EMEA, MENA, Mauritius, and APAC. You'll drive the end-to-end benefits strategy and operations, collaborating closely with Checkout leadership, People Onboarding, and external vendors, as well as employees, to build best-in-class benefits offerings while ensuring seamless delivery.

If you excel at balancing strategic thinking with hands-on execution, leveraging data-driven insights, and tackling challenges in a dynamic environment, we'd love to discuss how you can contribute to our journey!

What You’ll Be Doing:

1. Owning and Executing Benefits Administration: Partnering with the wider Reward & People Onboarding team to manage the day-to-day operations of regional benefits, including enrollment, payroll integrations, compliance, and resolving employee inquiries.
2. Managing Vendors and Systems: Serving as the primary point of contact for external benefits providers, negotiating contracts in partnership with our procurement team, overseeing invoices, and managing benefit systems - AON and other benefits platforms depending on location.
3. Managing Renewals and Benefit Implementations: Overseeing regional benefit renewals and new benefit implementations throughout the year. This includes surveying employees, measuring employee satisfaction, creating and delivering employee communications, and conducting presentations.
4. Solving Problems and Handling Escalations: Troubleshooting system and employee issues, ensuring efficient benefits processes across all regions.
5. Strategic Planning and Benchmarking: Researching market trends, identifying opportunities, and recommending improvements to maintain competitive, employee-centric benefits offerings.
6. Collaborating Cross-Functionally: Partnering with Payroll, People Onboarding, Finance and Procurement to ensure seamless execution and compliance of benefits programs.

What We’re Looking For:

• Extensive experience in benefits administration, with a proven track record of managing programs across multiple countries within EMEA, MENA, Mauritius, and APAC preferred but not required.
• Strong system expertise, and the ability to navigate complex administrative processes. Experience with various HRIS and benefits platforms is a plus, along with the ability to quickly adapt to new systems.
• A proactive and hands-on approach, comfortable managing multiple operational tasks across diverse systems.
• An independent problem solver who thrives in managing benefits autonomously with minimal guidance.
• Strong vendor management and negotiation skills, with experience overseeing external providers and ensuring cost-effective benefits solutions.
• An analytical mindset with data fluency, capable of forecasting costs and optimizing benefits strategy.
• Experience in fast-paced, high-growth environments, where adaptability and execution are essential.
• A confident presenter, capable of delivering engaging presentations to employees across our various locations.

Apply without meeting all requirements statement

If you don't meet all the requirements but think you might still be right for the role, please apply anyway. We're always keen to speak to people who connect with our mission and values.

We believe in equal opportunities

We work as one team. Wherever you come from. However you identify. And whichever payment method you use.

Our clients come from all over the world — and so do we. Hiring hard-working people and giving them a community to thrive in is critical to our success.

When you join our team, we’ll empower you to unlock your potential so you can do your best work. We’d love to hear how you think you could make a difference here with us.

We want to 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. We’ll be happy to support you.

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