Pittsburgh Sales Manager

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

• $70K-$85K 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: www.groupmgmt.com

GMS is a professional employer organization (PEO) and a Benefits Administrator. We serve companies of all sizes nationwide. GMS was founded by Mike Kahoe in 1996 and has helped thousands of companies take control of their HR functions.
As HR professionals, we take on the administrative burdens that companies don’t have the time or expertise to manage effectively, including:
Payroll And Tax
Human Resources
Employee Benefits
Risk Management
Benefits Administration (for insurance brokers)
We make employee management simpler, safer, and stronger. We save you time and money. You retain full control over your employees, and regain the opportunity to focus on growing your business. Leave the HR details to us.