Outside Sales Manager

Job Description

We’re Hiring: Outside Sales Manager – Tampa, FL

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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 Tampa .

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What’s a PEO?

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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 .

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Why You’ll Love Working at GMS

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✅ $90K-$105K base salary (DOE & location)

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✅ Uncapped residual commissions + KPI bonuses

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✅ 3 weeks PTO + 8 paid holidays

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✅ Comprehensive benefits package :

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• Medical (with HSA match)
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• FSA, Dental, Vision
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• 401(k) match
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• Disability, EAP & more
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✅ Mileage, cell phone & gym reimbursement

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✅ Top-tier training + Leadership Academy

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✅ Hybrid/flexible scheduling (earned through tenure & performance)

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✅ No assigned territories — build your region your way

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The Ideal Outside Sales Manager

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

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

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

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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.

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

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Apply today:

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Group Management Services is an Equal Opportunity Employer.