Sales Development Representative

Ready to launch your sales career?Join our high-energy team in Milano and help us bring smarter payment solutions to small businesses across the Italy.

At SumUp, we’re on a mission to empower small merchants by making payments simple, accessible, and hassle-free. Today, we support over 4 million businesses in 30+ countries — and we’re just getting started. As a Sales Development Representative (SDR), you’ll be the first point of contact with future SumUp merchants, introducing them to a product that actually makes a difference.

Whether you're just starting out or looking to grow in your sales career, this role offers the perfect launchpad:
Build real sales skills Work in a diverse, international team Learn fast with expert mentorship Grow your career in tech from day one

What you'll be up to:
- Proactively reach out to businesses via targeted outbound calls to understand their needs and assess their fit for SumUp’s POS and payment solutions




- Qualify merchants by gathering key business information and offering insights into how our products can support their operations
- Schedule high-quality, localized appointments for our Field Sales team to conduct in-depth demos, negotiate terms, and close deals
- Focus on outreach to merchants who haven’t requested contact, using outbound tools, lead lists, and past opportunity data
- Play a key role in driving deal generation by ensuring Field Sales has a strong pipeline of well-matched, engaged prospects

We’d love to meet you if you have:
- Strong communication skills and a friendly, confident phone presence
- At least 1 year of experience working directly with customers or clients in a fast-paced environment
- Fluency in English and Italian
- A track record in outbound outreach — you’re comfortable starting conversations from scratch
- Some hands-on cold calling experience (and the resilience that comes with it)
- Previous sales experience — not a must, but definitely a plus

Life at Sum

📌 Sales Development Representative (Milano)
🏢 Sumup
📍 Milano