Head of Regional Field Sales - Northern Italy

Head of Regional Field Sales – Northern Italy | Sales

Milan

Team Description

SumUp's Italian Field Sales team is one of the most ambitious in our European network — and Northern Italy is at the centre of that growth story. With a regional structure spanning Regional Managers, Territory Managers, and over 150 active consultants and internal full time Sales Executives, this is a large, complex, and high-potential operation. We're looking for a senior sales leader to take full ownership of the Northern region: driving performance, scaling the team, and embedding a culture of excellence across a distributed field force. This is a seat at the table of SumUp's Italian and European leadership, with real influence over how we grow in one of our most important markets.

What You'll Do

• Lead and develop Regional Managers across Northern Italy, setting the performance standards, coaching rhythms, and team culture that underpin sustainable growth
• Own the commercial performance of the Northern region, driving multi-product revenue, managing profitability, and ensuring sales execution is aligned to the business plan
• Define and implement regional sales strategies, including territory planning, hub-level tactics, and structured performance management across the full field sales hierarchy
• Recruit, develop, and retain top Regional and Territory Manager talent, while supporting the broader consultant pipeline in a self-employed model
• Act as a key voice in the Italian and European leadership panel, contributing to wider field sales strategy, communication plans, and cross-functional initiatives
• Spend meaningful time in the field — coaching alongside your team, visiting merchants, and leading by example on the ground

What We’re Looking For

• Extensive experience leading field sales teams at a senior level, with a track record of managing managers and scaling distributed sales operations.
• Deep knowledge of the merchant services or POS payments landscape in Italy, with a strong existing network and market intuition.
• Proven ability to build high-performance cultures within self-employed or freelance sales models, keeping teams motivated, engaged, and commercially focused.
• Strong analytical and commercial acumen, with experience using data to drive decisions on territory investment, performance management, and sales strategy.
• Fluency in Italian and English, with the executive presence and communication skills to operate confidently across leadership teams and in the field.

Why you should join SumUp

• Opportunity to work with a truly global, multicultural team from our inspiring Milan location. This involves an office-first setup.
• Commitment to Diversity and Inclusion: be part of a workplace that values and promotes diversity, fostering an inclusive environment where everyone's perspectives are respected and embraced.