Sales Development Representative

HEAD OF SDR, EUROPE EU GTM | Milan, Italy Salary Range: €88,160 to €117,547 base salary + commissions ABOUT THE TEAM SumUp's field sales engine is growing fast across Europe, and the SDR function is at the heart of that growth. Our Sales Development Representatives generate qualified pipelines for high-performing field reps across the UK, France, Germany, and Italy — and we're now building the leadership infrastructure to take this to the next level. This is a rare opportunity to build and lead a European SDR organisation from the ground up: setting the strategy, writing the playbook, and scaling a team that will directly shape how SumUp wins new business at scale. You'll report into senior European Sales leadership and work closely with the Outbound Growth Lead and RevOps to build something that's already proving its value — and needs the right leader to realise its full potential. WHAT YOU'LL DO * Build and lead the SDR function, scaling to 80+ team members based in Barcelona and Milan who operate with a European scope — supporting the UK, Italy, Germany, France, and new markets expansion * Define and implement a standard operating playbook — covering commission plans, tooling, daily rituals, and performance rituals — so teams can perform consistently and at a high level * Own day-to-day performance of the SDR function, tracking qualified appointments set and deals closed, and delivering regular updates to senior stakeholders * Partner with RevOps, Outbound Growth Lead, and country Sales Heads to remove hiring bottlenecks, improve data and lead quality, and integrate AI-driven tools to improve SDR productivity * Develop SDR talent into future sales roles, building a pipeline of outbound reps and account executives from within the team YOU'LL BE GREAT FOR THIS ROLE IF… * Proven experience leading an SDR or outbound sales function at scale, with direct people management of large teams across multiple markets * A track record of building sales teams or SDR functions from scratch, including establishing processes, playbooks, and performance frameworks * Strong analytical and strategic thinking skills, with the ability to translate data into clear decisions and communicate them with confidence * Comfort operating in a fast-moving, evolving environment where structures are still being built and priorities can shift * Ability to communicate with clarity and conviction across all levels — whether coaching a team, aligning with peers, or presenting to senior leadership 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. 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.

At Scalapay, we’re shaping a culture with high standards, independent and critical thought, innovation, ownership, and continuous learning. We operate in a fast-moving, tech-driven environment, and we’re looking for people who thrive in change, think boldly, and take initiative. If you’re ready to put your potential to the test in a hiring process designed to spotlight exceptional talent, this is your chance to stand out and grow with one of Europe’s most ambitious fintech teams. #MakeItHappen #PlayAsATeam #StayCurious #FocusOnCustomer. THE MISSION  We are looking for a high-performing Sales Executive to join our sales team. Reporting to our Sales Lead Manager, your objective will be to detect new merchant opportunities in Italy. We're starting to segment according to the sector of activity and company size, but you will have a huge playing field. If you are a passionate sales professional willing to learn the most successful Sales Methodology in the industry, this role is perfect for you! You will: * Define your portfolio strategy; * Regularly generate new business opportunities, pitch and differentiates Scalapay's services and close deals; * Drive strategy for new clients: lead sales calls, business reviews, and recurring check-ins; * Build custom sales presentations by preparing key data, historical findings and relevant research; * Establish strong relations with key interlocutors, building and executing joint agreed business plans with partners or merchants to drive mutual growth and success; * Follow and manage your sales pipeline in our CRM (Hubspot); * Work on improving a complete and complex sales cycle, from prospecting to contract signature with multi-interlocutor contact. WHO WE'RE LOOKING FOR  Must have * 3+ years of relevant sales, or business development experience within the SaaS,  ecommerce or digital marketing industries; * You are native speaker of Italian, and you are comfortable working (especially writing) in English as English is our work language  inside Scalapay. Nice to have * You've worked in the eCommerce ecosystem; * You have a good knowledge of CRM tools, LinkedIn and prospecting solutions; * You have already experienced a hyper growth startup environment ; * You speak MEDDIC or other commercial framework. Soft skills * You have an incredible determination to achieve your goals, you are dynamic, with an undeniable strength of conviction; * You've got excellent presentation and communication skills; * You are autonomous, rigorous, and proactive to get things done; * You are a team player: you know how to defend your convictions while learning from others. Hiring process 1. A brief conversation with our Talent Acquisition team to get to know you and understand your fit for the role; 2. First interview with the Sales Lead Manager to deep dive into your experiences, better understand your motivation and explore your skills; 3. A skills-based exercise followed by a debriefing session with key stakeholders, conducted in our Milan office; 4. A final chat with Simone (our CEO). Compensation will be determined based on skills, experience, and qualifications. Expected gross annual base salary: EUR 40,000 - 50,000, plus variable compensation of EUR 10,000 - 20,000 based on performance.  Want to learn more? Don't hesitate to explore our Careers website, our LinkedIn and Glassdoor pages.  Pro tip: send your CV in English 😉 Super Pro tip: we know that application processes can be scary and frustrating but… we look for talent, not people that tick all our boxes.