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Outside Sales Representative – Chicago

Location: Chicago, Illinois

Position Description:

Are you goal-driven? Do you thrive in a fast-paced office and love helping businesses succeed? Nextep’s outside sales role might be the perfect position for you! Our sales reps are the friendly frontline of Nextep, building relationships and making valuable connections every day. They work with decision makers for businesses of all sizes to elevate the employment experience and enrich people’s lives. You will work with an established sales team and have a corporate office filled with innovative thinkers and hard workers cheering you on and servicing your clients.

Nextep’s most successful outside sales representatives are competitive, persistent, resilient, driven to succeed, passionate about helping people, and have the hunger to find, nurture, and close new business opportunities. You will be part of an exceptional team that celebrates success and has the drive to consistently exceed goals.

We have regional sales managers in every market who started as an outside sales representative themselves, which means they know exactly how to walk you through the selling process. Plus, we’re proud of the fact that all our sales managers are promoted from within, giving our sales reps growth opportunities. With our 85+ NPS score, innovative technology, and superior product and service, you can feel confident in the product and service you’re selling. Here are a few things you’ll do in your day-to-day:

  • Build relationships with business owners via face-to-face, phone, and email efforts
  • Educate prospective clients on Nextep’s products and services
  • Deliver formal proposals and contracts to new business opportunities
  • Maintain ongoing relationships with clients

Company Info:

Nextep is a certified Professional Employer Organization (PEO). We work hand-in-hand with companies to provide HR services including payroll, benefits, human resources, compliance services, and more. We have four values that drive who we hire and the companies we work with: people, transparency, entrepreneurial spirit, and celebrating success. Through our exceptional service and unmatched support, we strive to elevate the employment experience and enrich people’s lives. Not only do we have high client satisfaction, our Great Place to Work certification shows our commitment to our employees as well.

Nextep provides its team members:

  • Base salary and uncapped commission
  • Monthly expense stipend
  • 100% paid benefits for employee and family
  • Opportunity to earn an annual President’s Club trip for you and a guest
  • High-level training and continuous support from leadership, including a local regional manager

Our base salary for sales representatives is $75,000/year. With uncapped commission, you can certainly earn more than this. You’ll learn more about our pay structure in the interview process. 

Position Requirements:

  • Bachelor’s degree
  • 1-5 years of relevant sales experience; recent graduates will be considered
  • Business-to-business, outside sales, and cold calling experience preferred
  • Strong desire to succeed


Nextep is extremely committed to the success, development, and long-term engagement of our employees. In addition to our unique corporate culture, we offer an attractive benefits package including medical, dental, vision, life, disability, and 401(k), HSA, tuition reimbursement, and much more. You can learn more about Nextep and our services at

If you want to work for an innovative, growing company that’s committed to its employees, apply today! 

Nextep is an equal opportunity employer.

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