Training Manager (Field Sales)

Team Description

You’ll join the Sales Training team, sitting within our Sales Enablement function. Based in our hubs across Europe, they are focused on helping our Field Sales teams succeed quickly, confidently, and consistently.

As Training Team Lead, you’ll be the operational and people lead for Field Sales Training in established markets. You’ll coach and support a team of experienced Field Sales Trainers, ensuring training is delivered on time, to a high standard, and with clear impact on field performance.

You’ll sit at the centre of execution, turning strategy into action and bringing clarity to day-to-day delivery. Working closely with Field Sales leadership, RevOps, and Product, you’ll keep training tightly connected to what’s happening in the field — from onboarding and accreditation through to early activation, productivity and ongoing training.

What You’ll Do

• Own training outcomes linked to sales performance metrics, including onboarding completion, early sales activation, and cohort conversion targets
• Lead and support a team of Field Sales Trainers, setting clear priorities and ensuring high-quality delivery across markets
• Own the execution of onboarding, accreditation, and ongoing field sales training, maintaining consistency and standards
• Coach and develop trainers through observation, structured feedback, and regular performance conversations
• Monitor onboarding effectiveness and outcomes, adjusting training focus when results are off track
• Act as the link between the EU Sales Training Manager and the trainer team, translating priorities into clear actions
• Partner with Field Sales leadership, RevOps, and Product to ensure training is timely, relevant, and performance-driven

You’ll Be Great for This Role If You

• Have 1-3 years of experience leading trainers/coaches in a sales environment 
• Bring 3-5 years of sales training experience, with a strong understanding of onboarding and early performance drivers
• Have solid sales knowledge from live B2B selling environments, preferably field sales, so you know what good looks like
• Are comfortable owning operations across remote teams or markets 
• Regularly use data to guide decisions - and measure the impact of training
• Communicate clearly, collaborate well, and take ownership of outcomes

Nice to have:

• Fluency in French, German, Spanish, or Italian
• Experience in fintech, payments, or POS
• Exposure to Product or RevOps collaboration

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 in our VSOP program: you will own a stake in SumUp’s future success

📚 Invest in your growth: €2,000 annual Learning & Development budget to fuel your development

🏖 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

About SumUp

We believe in the everyday hero, those who have the courage to follow their passion and the strength and determination to realise their dreams.

Small business owners are at the heart of everything we do, so we're creating powerful, easy-to-use financial solutions to help them run their businesses. Today, over 4 million businesses in 37 markets rely on SumUp as their financial partner to manage payments, finance and customer relationships.

With a founder’s mentality and a team-first attitude, our diverse teams across Europe, South America and the United States work together to help small business owners succeed doing what they love.

Our commitment to small businesses is reflected in our diverse team of over 3,000 SumUppers from more than 90 nationalities, united by global collaboration and an innovative mindset.

Our core values and culture shape everything we do, fostering inclusion, learning and belonging.

Be empowered to build things that matter.

👉 Explore more about our culture on our careers site, or follow us on LinkedIn and Instagram.