Outside Sales Representative

Group Management Services, Inc.; Chicago (IL); Hybrid; USD 60,000 - 75,000; Full time

Benefits offered by this job

Base salary 60K-75K

Uncapped commissions

Comprehensive benefits

Leadership training

Hybrid schedule

Job summary

Group Management Services, Inc. is hiring Outside Sales Representatives to join a leading Professional Employer Organization. Build your own book of business with uncapped earnings in a fast-paced, entrepreneurial environment.

You will prospect, manage full sales cycles, meet decision-makers, and tailor solutions to help small businesses become simpler, safer, and stronger. The role offers base salary, commissions, comprehensive benefits, top-tier training, and hybrid scheduling.

Qualifications

• Hunters with a drive to build a career in sales.
• Strong communication and presentation abilities.

Responsibilities

• Prospect and manage full sales cycle from cold call to contract.
• Daily hunting for new prospects via cold calling and in-person meetings.
• Meet with decision-makers to present solutions that make businesses safer and stronger.
• Propose tailored solutions to meet prospective clients' needs.
• Create value by positively impacting small businesses in your community.

Job description

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:

• $60K-$75K base salary depending on experience/location
• Uncapped residual commissions + KPI bonuses
• Full benefits: Medical (with HSA match), FSA, Dental, Vision, 401(k) match, Disability, EAP, and more!
• 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:

• 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.

Group Management Services is an Equal Opportunity Employer.