Senior Field Sales Representative – Fast Track to Territory Manager At SumUp, we’re on a mission to empower small businesses around the world. As a leading global fintech operating in over 35 countries, we provide merchants with simple, powerful tools to manage payments, point-of-sale, invoicing, business accounts, and more — all in one place. From independent cafés in Berlin to barbers in Milan, we help entrepreneurs get paid and grow. We’re now looking for ambitious Senior Field Sales Representatives to expand our merchant base in key markets — and grow into future Territory Managers. What You’ll Be Doing ✅ Sell on the Ground Actively sell our POS and card reader solutions to local small businesses Own the field: refine sales pitches, uncover hotspots, and test acquisition strategies ✅ Shape Your Territory Map your region and lay the groundwork for future growth Based on results, support the recruitment and onboarding of freelance sales reps ✅ Drive Local Growth Share market insights with HQ to help tailor go-to-market strategies Test new tools, messaging, and partnerships to boost merchant acquisition ✅ Grow into Leadership After proving your success, transition into a Territory Manager role Build and lead your own team of freelance Field Sales Representatives You’ll Be a Great Fit If You… Have a proven track record in B2B field sales, ideally with SMEs Love being out in the field and closing deals face-to-face Are looking for career progression — from seller to team builder Are self-driven, highly motivated, and performance-oriented Understand your local market — or can learn it fast Have experience in POS, payments, telecom, energy, or similar sectors Excel in a commission-heavy environment and aim to overachieve ⭐ Bonus Points If You Have… Experience managing or mentoring freelance or commission-based teams A background in merchant tech, fintech, or SaaS A track record of scaling sales in early-stage or new markets What We Offer Competitive base salary uncapped commissions Clear, fast path to Territory Manager All tools needed to succeed: CRM, onboarding, and sales enablement Flexibility and freedom in a field-based role with travel across your region Be part of a high-growth, impact-driven mission helping small businesses thrive Ready to lead from the front and grow your own territory? Apply now and let's build something big together.