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Howard Leasing Inc logoHoward Leasing Inc

Regional Sales Manager

Bradenton, Florida, United States · On-site

Senior

Position Summary We are seeking a driven and experienced Sales Manager to lead and develop a high-performing PEO sales team. This role is responsible for driving new business growth, coaching sales representatives, build…

Skills: B2B Sales, Sales Management, Consultative Selling, CRM, HubSpot

Howard Leasing Inc logo

Regional Sales Manager

Howard Leasing Inc

Bradenton, Florida, United States • On-site

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Senior

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  • Full-time
  • bachelor degree
  • Health Insurance, Dental Insurance, Vision Insurance, 401(k), Paid Time Off, Holidays
  • Posted 41d ago
  • ~40 hrs/week

Responsibilities

Lead and coach a high-performing PEO sales team to drive new business growth and exceed revenue targets. Develop strategic sales plans and build partnerships with referral sources like brokers and CPAs.

Requirements

Requires over 5 years of B2B sales experience and at least 2 years in a management role, preferably within the PEO or HR services industry. A bachelor's degree is preferred, along with proficiency in CRM platforms like HubSpot.

Full job description

Position Summary

We are seeking a driven and experienced Sales Manager to lead and develop a high-performing PEO sales team. This role is responsible for driving new business growth, coaching sales representatives, building strategic partnerships, and executing sales strategies within the HR outsourcing and PEO market.

The ideal candidate has strong experience in consultative B2B sales, preferably in PEO, payroll, HR services, benefits, or insurance industries.

Key Responsibilities

  • Lead, coach, and motivate a team of PEO sales representatives to achieve and exceed sales goals
  • Develop and execute strategic sales plans to grow market share and revenue
  • Monitor pipeline activity, forecasting, and performance metrics using CRM tools
  • Recruit, train, and onboard new sales team members
  • Conduct joint sales calls and provide field coaching
  • Build relationships with referral partners including brokers, CPAs, and financial advisors
  • Collaborate with marketing and operations teams to improve lead generation and client experience
  • Stay current on industry trends, compliance updates, and competitor offerings
  • Ensure consistent execution of the company’s sales process and value proposition
  • Prepare and present sales reports to leadership

Qualifications

  • 5+ years of B2B sales experience, preferably in PEO, payroll, HR outsourcing, benefits, or related industries
  • 2+ years of sales management or team leadership experience
  • Proven track record of meeting or exceeding revenue targets
  • Strong knowledge of consultative sales methodologies
  • Experience with CRM platforms such as HubSpot
  • Excellent communication, negotiation, and presentation skills
  • Ability to build relationships with business owners and executive decision-makers
  • Bachelor’s degree preferred but not required based on experience

Preferred Experience

  • Experience selling ASO/PEO solutions
  • Knowledge of payroll, workers’ compensation, employee benefits, and HR compliance

Compensation & Benefits

  • Competitive base salary + commission structure
  • Health, dental, and vision insurance
  • 401(k)
  • Paid time off and holidays

Related keywords

PEOProfessional Employer OrganizationASOPayrollHR OutsourcingEmployee BenefitsWorkers' CompensationHR ComplianceB2B SalesConsultative SalesHubSpotCRMSales PipelineRevenue GrowthStrategic Partnerships

About Howard Leasing Inc

LinkedInVisit site
Industry
Insurance
Company size
10,001+ employees
Founded
2005
Headquarters
Bradenton, Florida
LinkedIn followers
8

Howard Leasing Inc is a family owned business in Bradenton, Florida est. 2005. The Howard Leasing staff strives for 100% customer satisfaction, and treat each client with the respect they deserve. We are here to help with tax compliance, employee benefits, payroll, workers'​ compensation, and human resources. “Customer service is not just words-it’s a priority. Business profits depend upon our clients, excellent employees, and the customer service we deliver.” – Chuck Howard

Offices: 6302 Manatee Ave W, Bradenton, Florida, US

Workers'​ CompRoofingAgricultureDebri HaulingStaffingHigh ModHard to placeRide Sharingand Dropped/Nonrenewed Businesses
View all jobs at Howard Leasing Inc

About Howard Leasing Inc

LinkedInVisit site
Industry
Insurance
Company size
10,001+ employees
Founded
2005
Headquarters
Bradenton, Florida
LinkedIn followers
8

Howard Leasing Inc is a family owned business in Bradenton, Florida est. 2005. The Howard Leasing staff strives for 100% customer satisfaction, and treat each client with the respect they deserve. We are here to help with tax compliance, employee benefits, payroll, workers'​ compensation, and human resources. “Customer service is not just words-it’s a priority. Business profits depend upon our clients, excellent employees, and the customer service we deliver.” – Chuck Howard

Offices: 6302 Manatee Ave W, Bradenton, Florida, US

Workers'​ CompRoofingAgricultureDebri HaulingStaffingHigh ModHard to placeRide Sharingand Dropped/Nonrenewed Businesses
View all jobs at Howard Leasing Inc

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