Outside Sales Representative - Chicago

Nextep
Chicago, IL

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.

About the role:

  • To be successful in this role, you need to love working with people because you’ll be building relationships with business owners and leaders every day.
  • Conduct research to understand client needs, present tailored PEO solutions, and close sales deals.
  • A typical day could include making sales calls, moving prospects through our sales process, delivering IPs and proposals, and working with our internal teams to qualify prospects.
  • Manage sales pipeline effectively, track leads, opportunities, and sales activities using CRM tools.
  • Stay updated on industry trends, competitive landscape, and changes in the PEO market.

Requirements

About you:

  • You have a Bachelor’s Degree in business or a similar field.
  • If you have some sales experience, we’ll be especially interested.
  • You have a knack for building relationships and a strong desire to succeed.

Benefits

About benefits:

  • 100% paid health, vision, and dental insurance for employees
  • Up to 12 weeks of paid parental leave
  • 401(k) matching
  • Employer paid telehealth services, including mental health resources

About us:

Nextep has four values that you’ll find in our employees and our clients: people, transparency, entrepreneurial spirit, and celebrating success. Our people are the core of our business, so we believe in lifting them up, celebrating their accomplishments, and hiring great coworkers for them.

We are a Professional Employer Organization (PEO), we work hand-in-hand with small and mid-sized companies to provide HR services including payroll, benefits, human resources, risk & compliance, and more. Last but not least, Nextep is a certified Great Place To Work!

“I really do love and appreciate the true work/life balance! It's rare to find such a healthy balance in the outside sales world.”

-Taylor, business consultant

Posted 2026-04-09

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