Demo

Territory Sales Representative

Trelevate
Trelevate Salary
Chicago, IL Full Time
POSTED ON 8/1/2026
AVAILABLE BEFORE 8/31/2026

Outside Sales Representative (B2B) - Chicago, IL

Base Salary Plus Uncapped Commissions: $70K - $100K | $500 New Hire Victory Ramp Performance Bonus | Paid Training |

Great with people? Thrive in fast-paced environments? Ready to turn your hustle into serious income?

Trelevate is hiring motivated, high-energy individuals to become part of our team and represent a multimillion-dollar brand. Previous sales experience is a plus but, if you’ve worked in serving, bartending, retail, hospitality, or customer service, you already have the people skills to thrive in sales. No matter your background, if you have the drive - we’ll give you all the training you need to turn that experience into a career!

What You’ll Do

  • Connect with small to midsize businesses in your local area
  • Nurture your pipeline through face-to-face presentations
  • Open communication and support with your team throughout each day
  • Record and organize your sales, follow-ups, and client information through our CRM daily

What This Role Offers You

  • Base Salary Uncapped Commissions (OTE $70K - $100K)
  • $500 New Hire Ramp Bonus Eligibility
  • Medical, Dental, Vision, Disability, and Life Insurance
  • 401k
  • PTO 6 PAID company-wide holidays
  • A straightforward Career Development Program
  • Paid training
  • Monday - Friday schedule (8:00 AM – 5:00 PM)
  • A fast-paced, high-reward environment where your effort equals your income and a team that champions your growth and celebrates your wins

Requirements

  • Proficiency with technology
  • Exceptional time management and organizational skills
  • Effective and collaborative communication skills
  • A valid US Driver’s License and reliable transportation
  • Authorized to work in the United States

If you’re competitive, coachable, and ready to bet on yourself - apply today!

Trelevate is an equal opportunity employer - we welcome all backgrounds.

Salary : $70,000 - $100,000

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