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Office & Executive Assistant

Milan, Italy

Thanks to our innovative BuyNow PayLater payment solution, Scalapay is transforming the way more than 6.5 million customers buy online and in-store, empowering 8,000+ merchants (online and in-store) to give their customers magical shopping experiences. 

Being only 3 years old didn’t stop us from becoming a unicorn 🦄 We have raised over $700mln and we did this thanks to a team built around our 4 core values: #MakeItHappen #PlayAsATeam #StayCurious #FocusOnCustomer.

This is where your magic happens. If you love it, Scalapay it ♥

We’re looking for an experienced and self-driven Office & Executive Assistant to take the lead on all things workplace experience — from running a smooth, high-functioning office to partnering closely with the CEO’s Executive Assistant and the People team on daily priorities.

This isn’t your average office manager role: it’s a high-visibility position where you’ll blend operational excellence with emotional intelligence, directly contributing to company culture and leadership effectiveness. You’ll also own front desk activities and day-to-day services that make a real difference for our teams.

What you’ll do

  • Ensure seamless daily operations and a welcoming, efficient office environment
  • Manage vendors, supplies, and service contracts to ensure smooth and efficient office operations
  • Oversee reception, guest welcome, and the handling of incoming and outgoing deliveries
  • Support the Executive Assistant to the CEO and, when needed, take over by managing the CEO’s calendar, scheduling meetings, coordinating travel arrangements, and triaging priorities
  • Organize internal and external meetings for the Leadership Team
  • Co-lead company events, offsites, and culture-building initiatives with the People & Culture team
  • Manage employee services and workplace partnerships (e.g., catering, etc.)
  • Support office safety protocols and help ensure compliance through regular checks

What we’re looking for

  • 3+ years in office management or executive support in fast-paced, international environments
  • Fluent in English and Italian; strong written and verbal communication skills
  • Mastery of Google Workspace (Docs, Sheets, Slides, Calendar, Gmail)
  • Exceptional organizational and time-management skills, with the ability to handle complex, multi-stakeholder tasks autonomously
  • Discretion and sound judgment in handling sensitive information
  • Strong cultural awareness and comfortable working with senior leadership and external stakeholders
  • Hands-on, service-minded, and always one step ahead

Why this role matters

You’ll be the operational backbone of our Milan office — a go-to person for both employees and executives. If you’re resourceful, people-focused, and thrive on making things work better, we’d love to meet you!

Recruiting process

  • Introductory Call – A first conversation with our Chief People Officer, to discuss your background and the role.
  • Case Study – A practical task to assess your skills and problem-solving approach.
  • Final Chat with our CEO – A closing conversation to align on vision and expectations.

Want to learn more? Don't hesitate to explore our Careers website, our LinkedIn and Glassdoor pages. 

Pro tip: send your CV in English 😉

Super Pro tip: we know that application processes can be scary and frustrating but… we look for talent, not people that tick all our boxes.

We believe in the power of diversity: Scalapay is an Equal Opportunity Employer for any minority, disability, gender identity or sexual orientation.

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Please note that only candidates with a legal working status in Italy will be considered as we do not provide any sponsorship. Are you currently legally able to work in Italy? 

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