Outside Sales Representative

Group Management Services, Inc.; Cleveland (OH); Hybrid; USD 45,000 - 60,000; Full time

Benefits offered by this job

Medical with HSA match

Dental & Vision

401(k) match

Disability

EAP

Hybrid scheduling

Job summary

Group Management Services, Inc. is hiring Outside Sales Representatives who thrive in a fast-paced, entrepreneurial environment. You will prospect, manage the full sales cycle from cold call to contract, and meet with decision‑makers to present tailored solutions.

The role offers a base salary of $45K-$60K with uncapped commissions, top‑tier training, and a hybrid schedule. Own your book of business, drive growth in your region, and build a rewarding career with GMS.

Qualifications

• Thrive in a fast-paced entrepreneurial environment.
• Resiliency, coachability, grit, and a strong “why” behind what you do.
• Structured sales training in negotiation, objection handling, and closing.
• Motivation by recognition — incentive trips, awards, leadership opportunities.
• Ownership mindset — own your book of business and write your own paycheck.

Responsibilities

• Prospect and manage the full sales cycle from cold call to contract.
• Daily hunting for new prospects via cold calling and 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.

Skills

Cold calling

Negotiation

Closing

Business development

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:

• $45K-$60K 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.