At myPOS, we’re all about helping businesses grow and get paid. We make payments simple, smart, and accessible for everyone, but we’re more than just payment solutions—myPOS is a partner in growth. From free multicurrency accounts to powerful e-commerce tools, we’re here to support business owners of all sizes and everyone out there who dreams of starting their own business.

About the role

As a Field Sales Executive, you will be the face of myPOS within Milan, working closely with local businesses and helping them discover smarter, simpler ways to manage their payments.

This is a field-based role where you’ll spend most of your time meeting merchants in person, understanding their day-to-day challenges, and recommending solutions that genuinely add value to their business. You’ll have the autonomy to plan your territory, build relationships, and grow your pipeline, while being supported by a collaborative team behind you.

If you enjoy meeting people, building trust quickly, and turning conversations into long-term partnerships, this role offers the freedom and ownership to make a real impact.

What you'll do

• Proactively identify and approach new business opportunities within the territory of Milan

• Meet merchants face-to-face to understand their needs and present tailored myPOS solutions

• Deliver clear, practical product demonstrations and guide clients through the benefits step by step

• Manage the full sales cycle, from first contact to negotiation and closing

• Build and maintain strong, long-term relationships with your clients to ensure satisfaction and growth

• Plan your schedule and territory independently to prioritize high-potential opportunities

• Represent myPOS professionally at local events, trade fairs, and within the wider business community
  

This role is perfect for you if you are:

• 2-5+ years of experience in B2B or field sales, with a successful track record

• Confidence approaching new businesses and starting conversations with decision makers in person

• A consultative mindset and genuine curiosity about understanding each client’s needs before offering solutions

• The ability to build trust quickly and create long-term relationships

• The independence and organization to manage your own schedule, territory, and priorities effectively

• A valid driver’s license and willingness to travel regularly within your region

• Fluency in Italian and English

• Experience in fintech, payments, telecom, or relevant environments (a plus, not a must)
  

Why you should join myPOS:

• Vibrant international team operating in hi-tech environment

• Annual salary reviews, promotions and performance bonuses

• myPOS Academy for upskilling and training

• Unlimited access to courses on LinkedIn Learning

• Refer a friend bonus as we know that working with friends is fun

• Annual individual training and development budget

• Teambuilding, social activities and networks on a multi-national level

What we offer:

• Excellent compensation package

• 26 days annual paid leave

• Health Insurance

• Meal Vouchers

• Reimbursement of transportation expenses for the metro/train

Who we are:

Since 2014 we’ve been all about making payments easier and more accessible for businesses of all shapes and sizes. Whether you’re at the counter, selling online, or on the move, we’ve got businesses covered with smart, accessible and affordable solutions that keep things easy.

Our mission? It’s simple. Help businesses get paid by taking advantage of modern tech and innovative ideas, so payment challenges are a thing of the past.

Pro tip:

Take it easy about meeting every requirement—this job description is just that, a job description! Even if you don’t tick every box, want you to apply anyway! This is your chance to grow, learn, and build your career with us. We value potential over perfection, and we are all about mutual growth!

myPOS is committed to providing equal employment opportunities. All qualified candidates will be considered for employment without discrimination based on age, ancestry, colour, marital status, national origin, physical or mental disability, medical condition, veteran status, race, religion, sex, sexual orientation, gender identity or expression, or any other characteristic protected by applicable laws, regulations, and ordinances.

Your application will be confidentially reviewed in line with the General Data Protection Regulation (GDPR). Personal information will be used solely for the job application and will be stored for a period needed by the application process. Only short-listed candidates will be contacted. Good luck!