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Chicago Sales Representative

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Group Management Services

Rosemont, IL (In Person)

$62,500 Salary, Full-Time

Posted 8 weeks ago (Updated 3 weeks ago) • Actively hiring

Expires 5/27/2026

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Job Description

GMS - Chicago, IL Chicago Sales Representative Chicago Sales Representative Full-time Bachelor's degree $55,000.00 - 70,000.00 per year GMS is hiring Outside Sales Representatives! One of the nation's leading PEOs is looking for high‑energy hunters ready to build a career with uncapped earning potential. What's a PEO? A Professional Employer Organization helps businesses grow by handling payroll, benefits, workers' comp, and HR. It's a $176B+ industry growing at ~14% annually and serving 2-3 million employees nationwide.
Why You'll Love It Here:
$55k-$70k base salary depending on experience/location Uncapped residual commissions + KPI bonuses 3 weeks PTO + 8 paid holidays Full benefits: Medical (with HSA match), FSA, Dental, Vision, 401(k) match, Disability, EAP, and more! Mileage, cell phone & gym reimbursement Top‑tier training + Leadership Academy for internal growth opportunities Hybrid/flexible scheduling earned with tenure + performance No assigned territories — build your region your way
Our Outside Sales Representatives:
Thrive in a fast‑paced entrepreneurial environment Have resiliency, coachability, grit, and a strong "why" behind what they do Seek continuous structured sales training in negotiation, objection handling, closing Are motivated by recognition — incentive trips, awards, leadership opportunities Want ownership - own your book of business and directly control the ability to write your own paycheck
What You'll Do:
100% B2B new business development Prospect and manage the full sales cycle from cold call to contract Daily hunting for new prospects via cold calling + in person intro meetings Meet with decision‑makers to present solutions that make businesses Simpler, Safer, Stronger Propose constructive solutions tailored to the prospective client's needs Create tangible value by positively impacting small businesses in your community Why GMS? At GMS, it's not just what we do — it's why we do it.
Our mission is simple:
help small businesses thrive. For over 30 years, our co‑employment model has saved clients time, reduced costs, and provided peace of mind for thousands of businesses nationwide. We take a people‑first approach, pairing exceptional customer service with innovative, cutting‑edge technology to drive efficiency and deliver real world impact. Take your career to the next level and own your future. today!
Learn more:
www.groupmgmt.com Group Management Services is an Equal Opportunity Employer Work schedule Monday to Friday 8 hour shift Day shift Supplemental pay Commission pay Bonus pay Supplemental income Other Benefits Flexible schedule Paid time off Health insurance Dental insurance Vision insurance Life insurance Disability insurance 401(k) matching Referral program Paid training Mileage reimbursement Other Group Management Services - GMS - Chicago, IL 10275 W Higgins Rd, Rosemont, IL, 60018

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