Outside Sales Account Executive - Oklahoma City, OK

Outside Sales Account Executive Sum Up USA Location

Oklahoma City, OK

October 15, 2026

Sum Up’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.

Every day, our team meets merchants face-to-face, helping them discover payment and loyalty solutions that can make running and growing their businesses easier.

As an Outside Sales Account Executive, you’ll take ownership of your territory, manage the full sales cycle, and become a trusted face of Sum Up 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, and grow your earnings.

If you’re motivated by results, enjoy connecting with people, and want uncapped earning potential with a clear path for career growth, we’d love to hear from you.

• 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 Sum Up 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 Sum Up by confidently representing our payment and loyalty solutions and showing merchants how Sum Up can help their businesses thrive.

• Have sales or customer-facing experience in retail, hospitality, B2B, SaaS, or a similar environment. We care more about your drive and potential than a specific number of years in sales.
• Are comfortable working independently in a field-based, territory-driven sales environment.
• Can connect with people quickly, ask the right questions, listen carefully, and adapt your approach to each merchant.
• Are comfortable with cold outreach and face-to-face prospecting, including visiting local businesses within your territory.
• Have reliable access to transportation to travel throughout your assigned territory.
• Are self-motivated, resilient, and results-driven, with the ambition to grow your skills, your career, and your earning potential.

• Make an impact at a global fintech. Collaborate with Sum Uppers around the world on large scale fintech products that help millions of businesses succeed.
• Be part of an inclusive workplace. We’re committed to building a diverse and inclusive environment where different perspectives, backgrounds, and experiences are valued and respected.
• Invest in your growth. Receive a $2,000 annual learning and development budget to build new skills and support your career development.
• Take time to recharge. Enjoy 22 days of paid vacation, 8 sick days, public holidays, quarterly wellness days, and additional special leave.
• Comprehensive health and protection benefits. Access medical, dental, and vision coverage through Cigna and Kaiser, along with life insurance and disability coverage.
• Build your financial future. Participate in our 401(k) retirement plan with Sum Up matching, 100% on the first 1% you contribute and 50% on contributions from 2% through 6%.
• Take a well-earned extended break. After three years with Sum Up, enjoy Break4
  
  Me, a one-month paid sabbatical designed to give you time to recharge and come back refreshed.

• Uncapped earning potential. Earn $107,000 in on target earnings (OTE), including a $50,000 base salary, with uncapped commission and no ceiling on your earning potential.
• Grow your career and your earnings. Take advantage of clear opportunities for career advancement and increased compensation, with growth directly tied to your performance and impact.

Be empowered to do more that matters.

At Sum…