Build Your Sales Career at Riverside Payments — A Most Loved Workplace®

Build Your Sales Career at Riverside Payments — A Most Loved Workplace®

Why the Outside Sales Representative role at Riverside Payments is more than just a job

May 31, 2026 4 min read
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Key Takeaways

  • Riverside Payments is a Most Loved Workplace®, certified in both 2021 and 2026.
  • The Outside Sales Representative role offers clear career pathways, mentorship, and unmatched growth opportunities.
  • The culture is built on genuine care, family-like camaraderie, and mutual respect.
  • Employees enjoy a comprehensive benefits package covering health, retirement, and professional development.

What Is It Like to Work as an Outside Sales Representative at Riverside Payments?

Working as an Outside Sales Representative at Riverside Payments means joining a team that truly has your back. You are not thrown into the field alone. From day one, you get real training, real mentorship, and real support. The culture is relaxed yet energized — you feel comfortable being yourself while staying driven by a shared mission to be the world's best merchant service provider.

Why Is Riverside Payments a Top Place to Build a Sales Career?

Riverside Payments has earned the Most Loved Workplace® certification in both 2021 and 2026 — a distinction that reflects genuine employee satisfaction, not just company marketing. Founded in 2014 by CEO Brandon Skinner and CFO Jason Reese, the company has grown from a small team into a nationwide leader in merchant services. That growth creates real opportunities for salespeople who want to move up, not just move along.

The company's culture DNA says it all: Supportive, Family-oriented, Fair, Excellence, Innovative, Client-focused, Collaborative, Trustworthy, Community-driven, Growth-oriented. These are not words on a wall. They show up in how managers lead, how teammates treat each other, and how clients describe their experience.

What Does Riverside Payments Offer Outside Sales Representatives?

Riverside Payments gives its sales team the tools and support to succeed. Here is what you can expect as an Outside Sales Representative:

  • Competitive compensation packages with fair and transparent pay
  • Clear career pathways with internal promotion opportunities
  • Training and skill development programs designed to sharpen your edge
  • Mentorship from experienced leaders who invest in your success
  • Recognition programs that celebrate your wins — big and small
  • 401(k) retirement planning and comprehensive medical, dental, and vision coverage
  • Health Savings Account contributions, Life Insurance, and Disability coverage

What Products Will You Represent as an Outside Sales Rep?

At Riverside Payments, you are selling solutions that businesses genuinely need. The company offers cutting-edge point-of-sale systems and card processing technologies that help businesses save money and grow. You are not pushing a product you have to apologize for. You are presenting a service that delivers real value — and that makes a sales conversation much easier to have with confidence.

How Does Riverside Payments Support Career Growth?

Growth is not an afterthought here — it is built into the company's foundation. Leaders provide guidance, resources, and mentorship so every team member understands the company's mission and their role in achieving it. There are unmatched growth opportunities for those who show up, work hard, and embrace the collaborative spirit of the team. Whether you are early in your sales career or looking to level up, Riverside Payments offers a clear path forward.

Does Riverside Payments Have a Strong Team Culture?

Absolutely. The atmosphere at Riverside Payments feels more like an extended family than a typical corporate office. Colleagues genuinely care about each other's success and wellbeing. People look forward to collaborating, celebrate each other's wins, and support one another through challenges. This family-like camaraderie is not just a perk — it is a competitive advantage that flows directly into the quality of service clients experience every day.

Ready to take the next step? Apply for the Outside Sales Representative role at Riverside Payments and become part of a Most Loved Workplace® that is on a mission to be the world's best merchant service provider.