Senior Field Sales Executive – Fintech & Payments

SumUp; Pittsburgh (Allegheny County); On-site; USD 65,000 - 130,000; Full time

Benefits offered by this job

22 days paid vacation

8 sick days

Public holidays

Wellness days

Health/dental/vision insurance

401(k) with matching

Learning & development budget $2,000

Job summary

SumUp’s Field Sales team is on the ground, expanding into new markets across the country and building real relationships with the small and medium-sized businesses that power local communities. As an Outside Sales Senior Account Executive, you’ll take ownership of your territory, manage the full sales cycle, and become a trusted face of SumUp for the merchants you serve.

With the support of your Team Lead and Regional Manager, you’ll have the autonomy to build your pipeline, close new business,

Qualifications

• Candidates must have prior sales experience in fintech, payment processing, or POS solutions.
• Comfortable working independently in a field-based, territory-driven sales environment.
• Ability to connect with people quickly, ask the right questions, listen carefully and adapt.
• Comfortable with cold outreach and face-to-face prospecting, including visiting local businesses.
• Must have a valid driver’s license and reliable transportation to travel territory.
• Self-motivated, resilient, and results-driven with growth ambition.

Responsibilities

• Own your territory by building and managing a strong sales pipeline through prospecting, canvassing, referrals, and relationships with local businesses.
• Manage the full sales cycle from cold outreach and door-to-door prospecting through discovery, product demonstrations, negotiation, and close.
• Build meaningful merchant relationships by understanding each business, identifying its needs, and recommending the right SumUp solutions.
• Work strategically by researching your territory, identifying high-potential opportunities, and prioritizing your time effectively.
• Stay on top of your pipeline using Salesforce to track activity, manage opportunities, and maintain clear and consistent follow-up.
• Be a local ambassador for SumUp by confidently representing our payment and loyalty solutions and showing merchants how SumUp can help their businesses thrive.

Skills

Fintech sales

POS solutions

Territory management

Sales pipeline

Cold outreach

Door-to-door prospecting

Driver's license

Travel willingness

Tools

Salesforce

Job description

SumUp’s Field Sales team is on the ground, expanding into new markets across the country and building real relationships with the small and medium-sized businesses that power local communities. As an Outside Sales Senior Account Executive, you’ll take ownership of your territory, manage the full sales cycle, and become a trusted face of SumUp for the merchants you serve.

With the support of your Team Lead and Regional Manager, you’ll have the autonomy to build your pipeline, close new business,