Outside Sales Representative

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

Benefits offered by this job

Health benefits (with HSA match)

401(k) match

Parental Leave

EAP

Hybrid/flexible scheduling

Job summary

Group Management Services, Inc. seeks Outside Sales Representatives to grow a book of business in a fast-paced, entrepreneurial environment. You will drive the full sales cycle from prospecting to contract, with daily hunting and in-person meetings to close deals that improve client operations.

Enjoy uncapped commissions, performance bonuses, and a comprehensive benefits package. This hybrid role offers growth through leadership training and flexible scheduling tied to tenure and results.

Qualifications

• Resiliency, coachability, grit, and a strong “why” behind what you do.
• Seek continuous structured sales training in negotiation and closing.
• Ownership mindset — own your book of business and your paycheck.

Responsibilities

• 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.

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, Parental Leave, 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.