At Scalapay, we’re shaping a culture with high standards, independent and critical thought, innovation, ownership, and continuous learning . We operate in a fast-moving, tech-driven environment , and we’re looking for people who thrive in change, think boldly, and take initiative. If you’re ready to put your potential to the test in a hiring process designed to spotlight exceptional talent, this is your chance to stand out and grow with one of Europe’s most ambitious fintech teams . #MakeItHappen #PlayAsATeam #StayCurious #FocusOnCustomer. The Mission: We are looking for an Enterprise Sales Executive that will help us drive Scalapay’s growth by forging and managing partnerships with global enterprise clients in key industries like Cosmetics, Fashion & Apparel, Beauty, Electronics, and more. As a strategic dealmaker, you’ll collaborate with C-level decision-makers to deliver tailored, high-impact solutions. What You’ll Do:

- Win Big Deals: Target, pitch, and close enterprise-level partnerships, crafting strategies to expand Scalapay’s presence;
- Own Relationships: Build trust with CEOs, CMOs, CFOs, and other senior stakeholders, becoming their go-to advisor;
- Strategize & Close: Design sales plans, negotiate contracts, and guide deals from start to finish;
- Collaborate: Work with Marketing, Product, and Customer Success teams to ensure client success and shape Scalapay’s growth;
- Report Smarter: Leverage CRM (Hubspot) and data to track progress, share insights, and exceed targets.

Who You Are:

- Experience: 10+ years in enterprise sales, ideally in Payments, Fintech, or eCommerce;
- Proven Success: A history of closing global deals, smashing targets,



and understanding enterprise needs in industries like Fashion, Beauty, Electronics and so on;
- Sales Mastery: you follow a sales methodology, with exceptional negotiation and communication skills;
- Strategic Edge: Big-picture thinker with sharp business acumen and a disciplined sales approach (if you speak MEDDIC its a plus);
- Tech Savvy: Proficient in CRM and analytics tools (Hubspot experience is a premio).

Why you should join Scalapay:

- International environment with significant challenges to be met every day;
- Lots of opportunities to work with a team of industry leaders who are focused on delivering products that offer exceptional user experiences;
- Personalised support to accelerate your professional growth and take ownership of the products you deliver: we want to help you grow!

Hiring Process:

- A quick chat with one of our Talent Acquisition team members;
- A first interview with the Head of Sales to deep dive into your experiences and better understand your motivation;
- A case study to test your hard skills, that will be debriefed with the a panel of managers;
- A final chat with Simone (our CEO) where he will share and assess the Scalapay Values.

Compensation will be determined based on skills, experience, and qualifications. Expected gross annual base salary: EUR 55,000 - 70,000, plus variable compensation of EUR 20,000 - 40,000 based on performance. 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.

📌 Enterprise Sales Executive (Milano)
🏢 Scalapay
📍 Milano