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.

As we are expanding our team, we’re looking for Head of Inside Sales to help us make a real difference in the Fintech industry. Ready to join us and shape the future of payments? Let’s make it happen!

About the role:

As a Sales Enablement Specialist at myPOS, you’ll be right at the heart of the commercial engine. You’ll work closely with sales teams on the ground, helping teams settle in quickly, work with confidence, and develop sustainable performance, while also owning and shaping EU-wide sales management and enablement initiatives.

You’ll support new hires through onboarding, coach teams in live selling environments, join field visits, and help establish clear, effective ways of working. At the same time, you’ll oversee enablement for our indirect Consultant channel, ensuring training content, messaging, and standards are aligned and consistent.

What you’ll do:

• Lead onboarding and ramp-up for the Italian sales teams, helping new hires build confidence, clarity, and strong foundations from day one

• Coach sellers in real working environments through call listening, field visits, and structured feedback, in close partnership with Sales Managers

• Embed enablement into day-to-day execution by reinforcing clear ways of working, shared standards, and effective habits

• Coordinate and lead enablement across the indirect Consultant channel, ensuring training, messaging, and expectations are aligned and consistently applied

• Own and maintain sales enablement content in the LMS, keeping materials practical, up to date, and easy to use

• Design and deliver ongoing skills development and sales management enablement across Italy and the wider EU, supporting both individual contributors and leaders

This role is perfect for you if you have:

• Proven experience leading sales enablement and/or training initiatives that have strengthened capability, consistency, and performance across teams

• Strong coaching and facilitation skills, with the credibility to work effectively with both individual contributors and Sales Managers

• Experience supporting and aligning enablement across direct and indirect sales modelsa

• Hands-on ownership of enablement content within an LMS environment (Sana experience is a strong advantage)

• A solid understanding of B2B and/or fintech sales organisations, including how sales teams operate, develop, and scale

• The ability to operate confidently in multi-market, high-growth environments, balancing strategic thinking with hands-on execution

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

• Annual individual training and development budget

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

• 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

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, we 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!

Apply by filling in the form below and send your CV in English!

myPOS is committed to providing equal employment opportunities. All qualified candidates will be considered for employment without discrimination based on age, ancestry, color, 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!

Department

Sales

Locations

Rome, Milano

Remote status

Hybrid

Reference number

ref-se-it

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