Field Sales Administrator – Milan, Italy (On-site, Unlimited Contract)

About SumUp

At SumUp, we’re on a mission to empower businesses of all sizes to grow by simplifying payments and commerce. With operations across Europe and beyond, we combine innovative technology with a human-first approach to help merchants thrive. Join a fast-growing, multicultural team where your work has real impact every day.

We believe in the everyday hero — those who have the courage to follow their passion and the strength 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.

The Role

We are looking for a Field Sales Administrator to join our Field Sales Operations team in Milan. This role is key to supporting our growing field sales organization, ensuring smooth onboarding of new sales reps, accurate invoice processing, and compliance with Italian Enasarco regulations.

As a Field Sales Administrator, you will be the main point of contact for Italian-speaking agents, vendors, and internal teams, helping streamline administrative processes, maintain accurate records, and support operational efficiency.

Responsibilities:

• Support onboarding of new field sales reps, ensuring access to IT systems and internal platforms.

• Review vendor invoices, ensuring accuracy and resolving discrepancies.

• Manage Enasarco registrations, contributions, and compliance documentation.

• Maintain complete and up-to-date agent records across internal systems.

• Collaborate with Finance, IT, Payments, and Commission Calculation teams to ensure smooth operations.

• Assist with ad-hoc administrative and compliance tasks as needed.

• Proactively communicate with agents in Italian to ensure accurate documentation and timely payments.

• Support reporting and KPI tracking related to agent administration.

Requirements

• Fluent in Italian and English (required)

• Bachelor’s degree in Economics (or high-school diploma in Accounting)

• Basic familiarity with invoicing or administrative documentation

• Strong interpersonal skills and a proactive, results-oriented mindset

• Motivated to learn and grow in a multicultural environment

• Team-first approach with attention to detail and target orientation

Nice to have:

• Experience in customer support, internal helpdesk, or sales operations

• Familiarity with IT processes and tools (e.g., email platforms, Slack)

What We Offer

• Unlimited contract – on-site in Milan

• Restaurant Ticket

• Subsidized public transport ticket (50%)

• Phone allowance (Sales team only)

• Free Babbel Professional Subscription

• Referral Program

• Break4Me wellness initiatives

• Convenzioni Aziendali

• Learning Budget

• Pension Plan

If you are organized, proactive, and want to contribute to a growing sales organization while building your career in a dynamic, international environment, we’d love to hear from you!