Key Account Sales Team Lead – Milan

Location: Milan, Italy | Team: EU GTM – Sales IT | Type: Full-time, Office-first

Team description

Our Italy Sales team is one of the fastest-growing commercial teams at SumUp, and the Outbound function sits right at the centre of that growth. In less than six months, we've built a team of Account Executives from the ground up — focused on mid-market merchants — and now we're ready to scale it further. This role exists to give that team the leadership it needs: someone who can coach individuals to perform at their best, hold the team accountable to clear targets, and help shape the outbound strategy as we grow. If you're energised by building high-performing sales teams and want real ownership over how a team develops, this is the role for you.

👉 Take a look inside our Milan office

What you'll do

• Lead and coach a growing team of Account Executives — running weekly pipeline reviews, one-to-ones, and performance conversations that drive accountability and development


• Refine the outbound sales strategy, including sequencing, messaging for our ideal customer profile, account sourcing, and territory mapping


• Support direct reports in client and prospect meetings, helping them close deals and develop their commercial skills


• Use sales data and metrics to track individual and team performance, and report results clearly to senior leadership


• Play an active role in hiring and onboarding new Account Executives as the team scales through 2026


• Work closely with the Head of Sales to shape team culture — building an environment of trust, healthy debate, and crisp execution

You'll be great for this role if…

• Proven people management experience, with the ability to coach, develop, and hold a sales team accountable to clear performance goals


• Solid background in a closing sales role within mid-market B2B, with a strong track record of hitting or exceeding targets as an individual contributor


• Strong understanding of outbound sales processes, including sequencing, prospecting, and pipeline management


• Comfort working with sales tools such as Gong, Lusha, Apollo, Sales Navigator, Outreach, or Pipedrive


• Fluency in both Italian and English — written and verbal — is essential for this role

Nice to have:

• Experience in the payments or fintech industry


• Familiarity with key account sales motions in a mid-market context

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
🚀 Enrolment onto our Virtual Stock Option programme: you will own a stake in SumUp's future success
📚 A dedicated annual L&D budget of €2000 for your individual development, which can be used to attend conferences and/or advance your career through further education
🏖 Generous time off: enjoy 22 days of annual paid leave, 32 hours of Ex Festivita (Personal Hours), plus public holidays and special leave days
💼 Financial security: corporate pension contributions that support your long-term future
❤️ Well-being support: access our mental health Employee Assistance Programme for guidance and care when you need it
🌴 Break4me: 1-month sabbatical after 3 years of service
🔗 Referral Bonus: earn additional rewards by referring talented individuals to join the SumUp team

About SumUp

Be empowered to do more that matters.

At SumUp, we're on a mission to empower small businesses across the globe by providing simple and affordable tools that allow them to thrive. Today, over 4 million businesses in 37 markets rely on SumUp as their financial partner to manage payments, finance and customer relationships.

Our commitment to small businesses is reflected in our diverse team of over 3,000 SumUppers from over 90 nationalities, united by global collaboration and an innovative mindset. Our core values lay the foundation for who we are and what we stand for, shaping our work culture and driving our success. We foster inclusivity and a continuous learning culture, providing a safe space for personal and professional growth. Our differences make us unique and strong as we strive to create an environment where everyone belongs and feels supported, no matter how they identify.

SumUp is proud to be an Equal Employment Opportunity employer, actively seeking and embracing diversity in our workforce. We don't make hiring or employment decisions based on race, colour, religion or religious belief, ethnic or national origin, nationality, sex, gender, gender identity, sexual orientation, disability, age or any other basis protected by applicable laws or prohibited by company policy. Our commitment extends beyond recruitment to creating a safe and respectful workplace where harassment of any form is strictly prohibited. Discover more about our culture and opportunities on our careers website, and follow our journey on LinkedIn, Instagram, and TikTok.