Outside Sales Manager

Group Management Services, Inc.; Orlando (FL); Hybrid; USD 90,000 - 110,000; Full time

Benefits offered by this job

Mileage reimbursement

Cell phone reimbursement

Gym reimbursement

Medical insurance (with HSA match)

401(k) match

Hybrid/flexible scheduling

Job summary

Group Management Services (GMS), a leading PEO, is seeking a driven Outside Sales Manager to lead and grow our Orlando sales team in a dynamic, client‑facing role. You will train and coach a team of sales professionals, manage performance and hiring, prospect actively, attend client meetings, and present solutions that make businesses simpler, safer, and stronger.

This role offers a base salary of $90,000–$110,000 plus uncapped commissions, mileage and wellness benefits, and hybrid scheduling.

Responsibilities

• Train, coach, and develop a team of Sales Professionals
• Manage performance, career progression, turnover, and hiring
• Lead by example by actively prospecting through cold calling & lead generation
• Attend client meetings to support the full sales cycle
• Present customized solutions that make businesses simpler, safer, and stronger
• Collaborate cross-functionally to ensure smooth implementation
• Partner closely with the VP of Operations to manage daily operations in the Orlando office
• Create meaningful impact for small and mid-sized businesses in your community

Job description

Group Management Services (GMS), one of the nation’s leading Professional Employer Organizations (PEOs), is looking for a driven, high‑energy Outside Sales Manager to lead and grow our sales team in Orlando.

What is a PEO?

A Professional Employer Organization (PEO) helps businesses scale by managing payroll, benefits, workers’ compensation, and HR compliance. It’s a $176B+ industry, growing at ~14% annually, serving 2–3 million employees nationwide.

Why You’ll Love Working at GMS

$90,000-$110,000 base salary (DOE & location)

Uncapped residual commissions + Bonuses

Mileage, cell phone & gym reimbursement

Hybrid/flexible scheduling (earned through tenure & performance)

No assigned territories — build your region your way

• Medical (with HSA match)
• 401(k) match

The Ideal Outside Sales Manager

You thrive in a fast‑paced, entrepreneurial environment and:

• Bring grit, resilience, and coachability
• Are motivated by recognition (incentive trips, awards, career growth)
• Love structured sales training (negotiation, objection handling, closing)
• Want true ownership — control your book of business and your paycheck
• Are passionate about building, coaching, and leading winning teams

What You’ll Do

• Train, coach, and develop a team of Sales Professionals
• Manage performance, career progression, turnover, and hiring
• Lead by example by actively prospecting through cold calling & lead generation
• Attend client meetings to support the full sales cycle
• Present customized solutions that make businesses Simpler, Safer, and Stronger
• Collaborate cross‑functionally to ensure smooth implementation
• Partner closely with the VP of Operations to manage daily operations in the Orlando office
• Create meaningful impact for small and mid‑sized businesses in your community

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.

Ready to own your future and take your sales leadership career to the next level?

Group Management Services is an Equal Opportunity Employer.