The posting, in SumUp's own words
archived Oct 2, 2026📍 Location: Milan, Italy (office first) 📄 Contract type: Fixed term, full time
The team
Sales Enablement sits at the heart of how SumUp's Telesales and Account Management teams grow, turning product launches and market shifts into training that reps can use from day one. As we expand our merchant base into new markets and win larger, more complex accounts, the team's job is to make sure every rep can sell with confidence and credibility. This role owns onboarding and skills development for reps across two European markets, giving newly hired talent the tools to hit the ground running and existing reps the coaching they need to grow.
Read the full posting ↓
What you'll do
Design and deliver live training sessions for Telesales and Account Management reps, covering both product knowledge and sales skills Run new joiner onboarding sessions that introduce SumUp's products and the core skills each role needs Track the impact of training through assessments and shadowing, adjusting sessions based on what's working Support new hires and their Team Leads with structured follow ups as they ramp up their sales performance Partner with Team Leads and the EU Training Leadership to build programmes that improve sales volume, quality, and multi product selling Share best practices with the wider Sales Enablement team across Europe
You'll be great for this role if…
Experience delivering sales training in a live setting, including facilitation and active coaching A background in Telesales or account management, ideally within a fast paced, high volume sales environment Strong knowledge of value selling techniques and how to turn product knowledge into practical training Ability to build and adapt training materials, including role play scenarios and assessments Comfort working across multiple markets and languages, adapting content and delivery to local needs Availability to travel within Europe, approximately every other month
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 Salary range: €39,040 to €52,053