Strategic Sales Executive

Greenhouse Software, Inc.; Milano; Hybrid; EUR 70,000 - 90,000; Full time

Benefits offered by this job

Hybrid work model

Office in Milan

Job summary

Scalapay in Milan is seeking a Strategic Sales Executive to forge and manage partnerships with global enterprise clients across Cosmetics, Fashion, Beauty, Electronics and more. You’ll engage with C‑level decision‑makers to deliver tailored, high‑impact payments solutions.

You will close enterprise deals, design sales plans, negotiate contracts, and coordinate with Marketing, Product and Customer Success to ensure client success.

Qualifications

• 10+ years of experience in enterprise sales across Payments, Fintech, or eCommerce.
• History of closing global deals and smashing targets.
• Strong negotiation and communication skills.
• Familiar with MEDDIC (a plus).

Responsibilities

• Target, pitch, and close enterprise-level partnerships, crafting strategies to expand Scalapay’s presence.
• Build trust with CEOs, CMOs, CFOs, and other senior stakeholders.
• 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 and data to track progress and exceed targets.

Skills

Enterprise sales

Payments

Fintech

eCommerce

Negotiation

Communication

Tools

HubSpot

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:

• 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 70,000 - 90,000, plus variable compensation of EUR 20,000 - 40,000 based on performance.

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.

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.

Please note that only candidates with a legal working status in Italy will be considered as we do not provide any sponsorship.