Field Sales Training Team Lead Milan, Italy

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

Small business owners are at the heart of all we do, so we're creating powerful, easy-to-use financial solutions to help them run their businesses. With a founder’s mentality and a team-first attitude, our diverse teams across Europe, South America and the United States work together to ensure that small business owners can be successful doing what they love.

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 Sales 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.

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 bring 3–5 years of sales training experience , with a strong understanding of onboarding and early performance drivers

You have 1–3 years of people leadership or coaching experience

You have solid sales knowledge from live selling environments

You’re comfortable owning operations across remote teams or markets and using data to guide decisions

You 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