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, plus variable compensation of EUR 20,********,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