At SumUp, we believe in empowering small business owners, the everyday heroes who shape our communities. To support our growing Team of SumUppers, we need to build People processes that are just as entrepreneurial, efficient, and human as the businesses we serve. That’s where you come in.   We’re seeking a Senior People Operations Partner to lead our People processes in Milan, Italy. This is not a “keep the lights on” role; it’s a chance to optimize and scale the way we support our SumUppers. You’ll identify inefficiencies, design smarter processes, and leverage automation so our People Operations in Italy don’t just run smoothly → they grow with us.   If you like solving complex challenges, streamlining processes, and turning problems into scalable solutions, this is your chance to make a real impact as we grow our Italy team.   What you’ll Do

• Shape the employee journey in Italy: Responsible for all aspects of end-to-end employee lifecycle - including but not limited to onboarding, benefits administration, offboarding for all employees & contractors across Italy
• Support Field Sales hiring in Italy, establishing key processes according to local regulations, but in line with global workflows and practices
• Be a trusted advisor: You’ll guide employees, leaders, and People Partners on complex matters like benefits, parental leave, relocations, and contract changes, helping them navigate challenges with clarity and confidence.
• Protect and future-proof our operations: Ensuring records, contractual changes, and other people-related documentation are processed & up-to-date at all times, allowing for a smooth payroll process.
• Safeguard compliance. You’ll spot risks early, resolve them, and make sure our processes stay in line with Italian regulations, protecting both our people and the business.
• Drive continuous improvement: You won’t just “do” processes, you’ll question them, improve them, and scale them to ensure the best employee experience.

You’ll be great for this role if

• You have a comprehensive understanding of the entire employee lifecycle: Previous experience in People administration, HR Operations or similar roles gave you a well-rounded understanding as a Senior in this domain.
• You have expertise in Italian labour law, tax, and social security: because scaling responsibly starts with getting the fundamentals right.
• You take ownership: When you see something that can be improved, you don’t wait - you raise it, shape ideas, and collaborate with others to make it happen.
• You’re analytical and solution-oriented: you’ll tackle complex challenges with both data and empathy, always finding the path forward.
• You build strong partnerships: You know how to balance different priorities, communicate clearly, and influence stakeholders with both data and empathy, earning trust while keeping projects moving forward.
• You’re fluent in Italian & English: So that you can collaborate with SumUppers locally and globally.
• You’re diligent and detail-oriented: You follow through with persistence, knowing that careful, consistent work is what makes processes reliable.

Nice to have

• Experience in Freelancer hiring in Italy
• Tools: Workday knowledge
• Experience scaling a sales organisation

This job involves an office-first setup in Milano

Why you’ll love working at SumUp

• Join a truly global team of 3,000+ people from 90+ nationalities, united by a mission that matters.
• Work in a culture where innovation, care, and collaboration go hand-in-hand.
• Flat hierarchies and autonomy mean you’ll have the freedom to make a real impact.
• Opportunities to grow through global off-sites, team events, and a €2,000 Annual Learning Budget for training & conferences.
• Benefits that support your whole self: 28 days’ paid leave, SumUp Sabbatical, corporate pension, Employee assistance programme for mental health, and more.
• Be part of a company that is transforming the payment landscape for small businesses and reshaping the market

About SumUp

We believe in the everyday hero.

Small business owners are at the heart of all we do, so we're creating tools that help them run their businesses. With a founder’s mentality and a 'team-first’ attitude, our diverse teams across Europe, South America and the United States work together to ensure that the small business owners we partner with can be successful doing what they love. 

SumUp is an Equal Employment Opportunity employer that proudly pursues and hires a diverse workforce. SumUp does not make hiring or employment decisions on the basis of race, colour, religion or religious belief, ethnic or national origin, nationality, sex, gender, gender identity, sexual orientation, disability, age or any other basis protected by applicable laws or prohibited by company policy. SumUp also strives for a healthy and safe workplace and strictly prohibits harassment of any kind.

SumUp will not accept unsolicited resumes from any source other than directly from a candidate

Job Application Tip

We recognise that candidates feel they need to meet 100% of the job criteria in order to apply for a job. Please note that this is only a guide. If you don’t tick every box, it’s ok too because it means you have room to learn and develop your career at SumUp.