Pittsburgh Sales Manager

We’re Hiring: Outside Sales Manager – Pittsburgh, PA

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 Pittsburgh, PA.

What’s 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

• $90K-$105K base salary (DOE & location)
• Uncapped residual commissions +KPI bonuses
• 3 weeks PTO + 8 paid holidays
• Comprehensive benefits package :

- Medical (with HSA match)

- FSA, Dental, Vision

- 401(k) match

- Disability, EAP & more

• Mileage, cell phone & gym reimbursement
• Top-tier training + Leadership Academy
• Hybrid/flexible scheduling (earned through tenure & performance)
• No assigned territories - build your region your way

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 Pittsburgh office
• Create meaningful impact for small and mid‑sized 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.

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

Apply today:

Group Management Services is an Equal Opportunity Employer.

Work schedule

• Monday to Friday
• 8 hour shift
• Day shift

Supplemental pay

• Commission pay
• Bonus pay
• 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