Location: Rome, remote
SumUp's Italian sales team is on a mission to bring smarter, more affordable payment tools to small businesses across one of Europe's most important markets, and this role is central to that growth. As Key Account Sales Executive, the focus is on proactively identifying and winning new business, building a pipeline from scratch, and turning first conversations into long-term merchant relationships. It's a role for someone who wants genuine ownership of their outbound pipeline and the chance to directly shape SumUp's growth in Italy.
- Proactively identify and reach out to prospective merchants through calls, emails, and other outbound channels
- Build and manage a healthy pipeline, prioritising the right accounts based on data and market insight
- Run product pitches and demos that translate merchant needs into a clear case for SumUp
- Own the full sales cycle end to end, from first outreach through negotiation to signed deal
- Track performance against targets and use data to keep refining outbound approach and messaging
- Share market feedback and collaborate with Marketing and Product teams to sharpen SumUp's proposition for Italian merchants
- Track record of outbound prospecting and new business development, ideally in fintech, payments, or SaaS
- Strong ability to build and manage a sales pipeline independently, from cold outreach to close
- Comfort running high-volume outbound activity while keeping a sharp focus on quality conversations
- Fluency in Italian and English, with confidence pitching to business owners across different sectors
- Ability to use data and CRM insight to prioritise effort and continuously improve conversion rates
- 🌎 Opportunity to work with a truly global, multicultural team
- 🌈 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
- 📚 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 Festività (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
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 38 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.
Job Application Tip
We recognise that candidates feel they need to meet 100% of the job criteria in order to apply for a job. Please note that this is only a guide. If you don’t tick every box, it’s ok too because it means you have room to learn and develop your career at SumUp.
Skills Required
- Track record of outbound prospecting and new business development, ideally in fintech, payments, or SaaS
- Ability to independently build and manage a sales pipeline from cold outreach through close
- Comfort with high-volume outbound activity while maintaining quality conversations
- Fluency in Italian and English
- Confidence pitching to business owners across different sectors
- Ability to use data and CRM insights to prioritize efforts and improve conversion rates
SumUp Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about SumUp and has not been reviewed or approved by SumUp.
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Leave & Time Off Breadth — Paid time off is positioned as a standout, including 22 vacation days that increase with tenure, public holidays, a quarterly Wellness Day, special leave, and a fully paid one‑month sabbatical after three years. This combination makes time-off benefits feel notably robust in the overall rewards package.
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Healthcare Strength — Health coverage is described as comprehensive, with medical plan options (including carriers such as Cigna and Kaiser) plus dental and vision. Company-paid life insurance and disability coverage are also part of the protection package in the U.S. materials.
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Retirement Support — Retirement benefits include a published 401(k) match formula that provides an employer match up to a stated cap. The clarity of the match structure supports straightforward evaluation during offer comparisons.
SumUp Insights
What We Do
SumUp believes that every business should have access to affordable, easy-to-use financial solutions, no matter their size. That’s why more than 3 million businesses worldwide rely on SumUp to run their business. What started out as one card reader has now turned into a range of payment hardware, banking solutions, marketing, and loyalty tools, invoicing, and so much more. From sales and marketing to product and engineering, our cross-functional US team works together to ensure that small business owners can be successful doing what they love.
Why Work With Us
SumUp USA is part of the global SumUp organization that stretches across multiple continents from Berlin to Sao Paulo. Our teams are multicultural, have a collaborative mindset and bold goals. Join our mission if you want to become part of the success story and help empower over 3 million merchants using SumUp already!
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