Your Heartland Sales Career

At Heartland, we are proud of the work we do. We were founded on a mission to support local business and we continue to help business owners across the country with their payment and payroll processing, while offering our team a lasting career in sales.

We target three key areas of local business: Payment Processing, Marketing Solutions, and Business Services. These products are central to any local business that accepts credit cards, pays employees, or wants simply wants to grow. More than 250 national trade associations endorse us, including the National Restaurant Association, because our business model focuses on integrity, transparency, and full disclosure to our merchants.

Outside Sales Representative - Business Services Sales Executive

We want you to succeed professionally and personally. We believe in rewarding hard work and providing you with the support and tools to get your job done.

Does this sound like you?

  1. Do you have an entrepreneurial spirit but would prefer a steady paycheck? We can keep you challenged while you create unbounded income.
  2. Are you a self-motivated, responsible and enjoy building relationships in your community. We can keep you connected to the work you love.
  3. Looking for mentorship? Our RAILS training program offers skilled and seasoned leaders who will help you utilize our sales tool, manage your pipeline and introduce you to our Heartland methodologies as you grow with us.
  4. On a mission to have greater freedom to live life on your terms? We respect work-life balance and will help you achieve it.


  • Prospect for new business using Atlas—creating leads based on location, competitor market share and area businesses.
  • Apply consultative sales approach to uncover and address business needs.
  • Present value proposition, develop financial analysis and close sales with clients signing contracts via Atlas on the spot.
  • Upsell clients on loyalty marketing, payroll, mobile and other products and services.
  • Maintain ongoing communication with sales manager.
  • Meet regularly with the Sales Training & Technology team for continuous payment and sales education.


  • 12-month upfront bonuses paid weekly and a lucrative compensation plan.
  • Uncapped residuals that build wealthy monthly, while collecting on vested equity—even if you don’t work for us forever.
  • Comprehensive training to ensure you start on track and secure success.
  • 75% of sales force meeting and exceeding quotas.
  • All sales leaders promoted from within.
  • A proprietary system that ensures fast, efficient sales delivery.


  • Optional prizes and trips for top performers.
  • Medical, dental and vision insurance.
  • 401(k) retirement plan with company match.
  • Voluntary life and AD&D insurance.
  • Employee referral bonus program.
  • Healthcare savings account.
  • Flexible spending, limited purpose spending and dependent care accounts.
  • 24/7 technical and customer support.


  • Proven track record of pipeline development and generating new business.
  • Highly competitive, professional sales skills with integrity
  • Solid experience calling on similar types of merchants.
  • Familiar with solution-based sales and experience with conceptual products
  • Strong desire to develop consultative sales skills
  • Must have valid driver’s license and auto insurance
  • Commission-based sales background, short-cycle sales (accustomed to closing 2-5 deals per month), outside sales, cold calling, selling solutions and/or selling to restaurants, retails stores and hospitality business preferred.