Location: Pittsburgh, PA
This is a field sales role
Employment type: Full-time, permanent
About the teamSumUp's field sales team is on the ground, expanding into new markets across the country building real relationships with the small businesses that make up the heartbeat of local communities across the US. This team doesn't sell from behind a desk — they're out in the field, helping merchants discover tools that genuinely change how they run their businesses. As a Field Sales Representative, you'll own your territory, manage a full sales cycle, and be the face of SumUp for the merchants you serve. If you're driven by results, care about the people you work with, and want uncapped earning potential with a clear path to grow, this is the role for you.
What you'll do- Build and manage a territory-based sales pipeline by prospecting, canvassing, and developing relationships with local businesses
- Run the full sales cycle from cold outreach and door-to-door canvassing through to close
- Research your territory to work smarter, identify the right opportunities, and prioritise your time effectively
- Use our CRM to track activity, manage your pipeline, and keep communication sharp
- Represent SumUp's payment and loyalty solutions in a way that genuinely helps merchants grow
- Experience in sales, whether in retail, hospitality, B2B, or SaaS — we care more about your drive than your exact background
- Comfort working independently in a field-based, territory-driven environment
- Strong ability to connect with people quickly, listen well, and tailor your approach to each customer's needs
- Reliable access to transportation to cover your assigned territory
- A track record of being self-motivated, resilient, and hungry to grow — even if you're still early in your career
🌍 Opportunity to work with SumUppers globally on large-scale fintech products used by millions of businesses worldwide, in a remote-first field role across the US
🌈 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
🏖️ Generous time off: 22 days of paid vacation, plus an extra day each year up to 28 days, public holidays, quarterly Wellness Days, and special leaves
🏥 Health and life coverage: medical coverage via Cigna, plus life insurance
💼 Financial security: 401(k) retirement scheme with SumUp matching
🌴 Break4me: 1-month sabbatical after 3 years of service
🔗 Referral Bonus: earn additional rewards by referring talented individuals to join the SumUp team
Compensation
💰 On-target earnings of USD 107,000 with uncapped commission — the harder you work, the more you earn
📈 Clear opportunities for advancement and increased compensation based on performance
About SumUpBe empowered to do more that matters.
At SumUp, we're on a mission to empower small businesses across the globe by providing simple and affordable tools that allow them to thrive. Today, over 4 million businesses in 37 markets rely on SumUp as their financial partner to manage payments, finance and customer relationships.
Our commitment to small businesses is reflected in our diverse team of over 3,000 SumUppers from over 90 nationalities, united by global collaboration and an innovative mindset. Our core values lay the foundation for who we are and what we stand for, shaping our work culture and driving our success. We foster inclusivity and a continuous learning culture, providing a safe space for personal and professional growth. Our differences make us unique and strong as we strive to create an environment where everyone belongs and feels supported, no matter how they identify.
SumUp is proud to be an Equal Employment Opportunity employer, actively seeking and embracing diversity in our workforce. We don't make hiring or employment decisions based on race, colour, religion or religious belief, ethnic or national origin, nationality, sex, gender, gender identity, sexual orientation, disability, age or any other basis protected by applicable laws or prohibited by company policy. Our commitment extends beyond recruitment to creating a safe and respectful workplace where harassment of any form is strictly prohibited. Discover more about our culture and opportunities on our careers website, and follow our journey on LinkedIn, Instagram, and TikTok.
#SumUpUSA
Job Application Tip
We recognise that candidates feel they need to meet 100% of the job criteria in order to apply for a job. Please note that this is only a guide. If you don’t tick every box, it’s ok too because it means you have room to learn and develop your career at SumUp.
Skills Required
- Experience in sales (retail, hospitality, B2B, or SaaS)
- Comfort working independently in a field-based, territory-driven environment
- Reliable access to transportation to cover assigned territory
- Strong interpersonal and listening skills; ability to tailor sales approach
- Self-motivated, resilient, and growth-oriented mindset
- Use of CRM to track activity and manage pipeline
SumUp Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about SumUp and has not been reviewed or approved by SumUp.
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Leave & Time Off Breadth — Paid time off is positioned as a standout, including 22 vacation days that increase with tenure, public holidays, a quarterly Wellness Day, special leave, and a fully paid one‑month sabbatical after three years. This combination makes time-off benefits feel notably robust in the overall rewards package.
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Healthcare Strength — Health coverage is described as comprehensive, with medical plan options (including carriers such as Cigna and Kaiser) plus dental and vision. Company-paid life insurance and disability coverage are also part of the protection package in the U.S. materials.
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Retirement Support — Retirement benefits include a published 401(k) match formula that provides an employer match up to a stated cap. The clarity of the match structure supports straightforward evaluation during offer comparisons.
SumUp Insights
What We Do
SumUp believes that every business should have access to affordable, easy-to-use financial solutions, no matter their size. That’s why more than 3 million businesses worldwide rely on SumUp to run their business. What started out as one card reader has now turned into a range of payment hardware, banking solutions, marketing, and loyalty tools, invoicing, and so much more. From sales and marketing to product and engineering, our cross-functional US team works together to ensure that small business owners can be successful doing what they love.
Why Work With Us
SumUp USA is part of the global SumUp organization that stretches across multiple continents from Berlin to Sao Paulo. Our teams are multicultural, have a collaborative mindset and bold goals. Join our mission if you want to become part of the success story and help empower over 3 million merchants using SumUp already!
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