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Sales Development Representative

Milan, Italy · Direct Sales

Sales Development Representative

EU GTM | Milan, Italy

About the team 🙌

SumUp is one of the fastest-growing fintechs in Europe — and our SDR team in Milan is a big part of that story. You'll be the first voice small business owners in Italy hear from SumUp, opening doors and sparking real conversations that turn into pipeline. No scripts, no micromanagement. Just a driven team, clear targets, and a real path to build a sales career at a global fintech. If you're hungry, coachable, and love a good conversation — keep reading. 👇

What you'll do

  • 📞 Reach out to small business owners across Italy via calls, emails, and other channels to book qualified appointments

  • 🎯 Qualify leads by getting curious about each prospect's business — and figuring out if SumUp is the right fit

  • 🤝 Hand off opportunities to field sales reps with clean, well-documented notes so nothing gets lost

  • 📊 Keep your CRM up to date — activity, pipeline, and progress, always accurate

  • 🏆 Hit (and beat) your weekly and monthly targets for outbound activity and appointments set

  • 💬 Share what's working with your team — good ideas spread fast here

  • 📈 Level up constantly through coaching sessions, call reviews, and team learning

You'll be great for this role if…

  • You're confident and energetic — you enjoy talking to strangers and making them glad you called

  • You're target-driven and take full ownership of your performance

  • You're organised and consistent — you know the daily grind is what builds the pipeline

  • You're coachable, open to feedback, and always looking to get better

  • You're comfortable in a fast-paced environment where things move quickly and no two days look the same

  • You speak Italian natively and have a working level of English for internal comms

Why you should join SumUp

💸 Competitive base salary + uncapped commission — your earning potential grows with your success!

🌎 Work with global impact — Join a fintech used by over 4 million businesses in 37 markets, from our Milan office

🌈 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 for attending conferences and/or advancing your career through further education

🏖 22 days paid leave plus public holidays and Personal Hours (starting at 32h/year, increasing after 2 and 4 years of service)

🥗 Restaurant ticket — subsidised meals every day

🚇 Public transport ticket (50% subsidised)

📱 Phone allowance — for sales team members

🗣️ Free Babbel Professional Subscription — keep growing your language skills

🏅 Convenzioni Aziendali — exclusive corporate discounts

💰 Pension Plan — investing in your future

🔗 Referral Program — earn rewards for bringing great people in

🌴 Break4me — 1-month sabbatical after 3 years of service

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. 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. Discover more about our culture and opportunities on our careers website, and follow our journey on LinkedIn, Instagram, and TikTok.

Keywords: Sales Development Representative, SDR, Outbound Sales, Inside Sales, Sales Representative, Sales Executive, Business Development, Lead Generation, Telesales, Account Executive, Sales Consultant, Sviluppo Commerciale, Commerciale, Telemarketing, Vendite, Rappresentante Commerciale, B2B Sales, Fintech Sales, Milano, Milan

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.