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Enterprise Sales Executive

Milan, Italy

 

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 bonus).

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:

  1. A quick chat with one of our Talent Acquisition team members;
  2. A first interview with the Head of Sales to deep dive into your experiences and better understand your motivation;
  3. A case study to test your hard skills, that will be debriefed with the a panel of managers;
  4. 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.

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We're lucky to receive a lot of CVs so we pay a lot of attention to what you share here: this is your chance to stand out with evidence, proof points and numbers

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As we work in hybrid mode, we expect our employees to work from our Milan office a minimum of 3 days per week and 2 days in remote.

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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?