Strategic Sales Executive

Scalapay S.R.L.; Milano; On-site; EUR 70,000 - 90,000; Full time

Job summary

Scalapay S.R.L. is seeking a Strategic Sales Executive to drive growth by forging and managing partnerships with global enterprises in Cosmetics, Fashion & Apparel, Beauty, Electronics, and more.

You will collaborate with C-level decision-makers to deliver tailored, high-impact solutions. You will design sales plans, negotiate contracts, and guide deals end-to-end, working with Marketing, Product, and Customer Success to ensure client success.

Qualifications

• 10+ years of experience in enterprise sales.
• Experience closing global deals across Payments, Fintech, or eCommerce.
• Familiarity with MEDDIC is a plus; strong negotiation and communication skills.

Responsibilities

• Target, pitch, and close enterprise partnerships with global clients.
• Build trust with CEOs, CMOs, CFOs, and other senior stakeholders.

Skills

Enterprise sales

Negotiation

Communication

MEDDIC methodology

CRM tools

Tools

Hubspot

Analytics tools

Job description

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 Strategic 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:

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

Who You Are:

• 10+ years of experience, including 2+ years in enterprise sales across Payments, Fintech, or eCommerce;
• A history of closing global deals, smashing targets, and understanding enterprise needs in industries like Fashion, Beauty, Electronics and so on;
• You follow a sales methodology, with exceptional negotiation and communication skills;
• Big-picture thinker with sharp business acumen and a disciplined sales approach (if you speak MEDDIC its a plus);
• 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 70,000 - 90,000, plus variable compensation of EUR 20,000 - 40,000 based on performance.