Senior Field Sales Executive — Fintech for SMBs

SumUp; Chicago (IL); On-site; USD 65,000 - 130,000; Full time

Benefits offered by this job

Uncapped earning potential

401(k) match

Health, dental, vision benefits

Learning & development budget

Paid vacation & sick days

Job summary

SumUp is expanding its Field Sales team in the United States. As Outside Sales Senior Account Executive, you’ll own your Chicago territory, manage the full sales cycle, and be the face of SumUp for local merchants.

You’ll build a pipeline, close new business, and drive uncapped earnings with support from leadership. You must have prior fintech/payments sales experience, enjoy field-based work, and be a self-starter with a valid driver’s license.

Qualifications

• Prior sales experience in fintech, payments, or POS solutions.
• Independent, field-based, territory-driven sales environment.
• Strong interpersonal skills and customer listening adaptability.
• Must have a valid driver’s license and reliable transportation.

Responsibilities

• Own your territory and build a robust sales pipeline through prospecting and relationships with local businesses.
• Manage full sales cycle from outreach to discovery, demos, negotiation, and close.
• Understand merchant needs and recommend SumUp solutions.
• Research territory to identify high-potential opportunities and prioritize time effectively.
• Maintain CRM records and follow up consistently using Salesforce.
• Represent SumUp as a local ambassador to help merchants grow their businesses.

Skills

Field sales

Sales experience

Fintech/payments

Territory management

Tools

Salesforce

Job description

SumUp is expanding its Field Sales team in the United States. As Outside Sales Senior Account Executive, you’ll own your Chicago territory, manage the full sales cycle, and be the face of SumUp for local merchants.

You’ll build a pipeline, close new business, and drive uncapped earnings with support from leadership. You must have prior fintech/payments sales experience, enjoy field-based work, and be a self-starter with a valid driver’s license.