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PEO Producer

UP

$90,000 - $200,000 / year

FloridaFull-timeRemoteIntermediate

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Description


We are seeking an ambitious, highly strategic PEO Producer to join our expanding Commercial Division. In this role, you will focus on consultative business-to-business (B2B) sales, helping small-to-midsize business owners streamline their human resources, employee benefits, payroll processing, workers' compensation, and regulatory compliance through tailored PEO and co-employment solutions.


At Sihle Insurance Group, our Producers are supported by a large team of dedicated Account Managers who handle operational servicing and administrative details—allowing you to stay focused on networking, building client relationships, and closing high-value accounts.



Key Responsibilities

  • New Business Acquisition: Identify, prospect, and secure new business clients requiring PEO, HR outsourcing, payroll, and employee benefits co-employment arrangements.
  • Consultative Discovery & Analysis: Evaluate business prospects' current HR infrastructure, payroll structures, workers' comp exposure, and employee benefits packages to identify operational gaps and cost-saving opportunities.
  • PEO Vendor Selection & Proposals: Partner with leading PEO market providers to design and present customized co-employment proposals to CEOs, CFOs, HR Directors, and business owners.
  • Strategic Networking: Develop strong referral pipelines through centers of influence (CPAs, labor attorneys, commercial brokers, financial advisors) and active participation in local business associations.
  • Cross-Department Collaboration: Work alongside Sihle’s Commercial Lines, Personal Lines, and Bonding divisions to cross-sell comprehensive risk management and insurance solutions to existing agency accounts.

Skills, Knowledge and Expertise

  • Experience: 3+ years of active, successful sales experience selling PEO solutions, HR outsourcing, payroll services, or commercial employee benefits.
  • Licensing: Active Florida Property & Casualty (2-20) and/or Life & Health (2-15) license preferred (or willingness to obtain upon hire).
  • Profile & Mindset: Proven track record as a proactive, self-motivated "hunter" with an entrepreneurial mindset—focused on building long-term, high-margin client portfolios rather than transactional, short-term sales.
  • Industry Acumen: Strong understanding of co-employment models, workers' compensation administration, employment practices liability (EPLI), payroll taxes, and group health/benefits structures.
  • Communication & Financial Skills: Superior presentation, consultative negotiation, and financial analysis skills required to interface directly with executive leadership.
  • Education: High School Diploma or GED required; Bachelor’s degree in Business, Finance, Human Resources, or related field preferred. Relevant professional designations (e.g., Certified PEO Specialist, REBC, CLU) are a plus.

Benefits

  • Flexible Earnings Structures:
    • W2 Option: Competitive base salary (tailored to experience) combined with commission incentives.
    • 1099 Option: High-tier straight commission split at 40% New / 40% Renewal.
    • Equity Milestone: Opportunity to secure vested equity in your book of business upon reaching $1 Million in revenue.
  • 100% Company-Paid Core Benefits:
    • 100% Company-Paid Medical Insurance
    • 100% Company-Paid Dental Insurance
    • 100% Company-Paid Life and AD&D Policies
  • Comprehensive Support & Perks:
    • Exceptional Account Manager-to-Producer support ratios to maximize sales focus.
    • 401(k) retirement plan with employer match.
    • On-site/sponsored Continuing Education (CE) classes and professional development support.
    • Professional, collaborative, and financially stable work environment with competitive profit-sharing opportunities.


Benefits

  • Flexible Earnings Structures:W2 Option: Competitive base salary (tailored to experience) combined with commission incentives. 1099 Option: High-tier straight commission split at 40% New / 40% Renewal. Equity Milestone: Opportunity to secure vested equity in your book of business upon reaching $1 Million in revenue. 100% Company-Paid Core Benefits:100% Company-Paid Medical Insurance 100% Company-Paid Dental Insurance 100% Company-Paid Life and AD&D Policies Comprehensive Support & Perks:Exceptional Account Manager-to-Producer support ratios to maximize sales focus. 401(k) retirement plan with employer match. On-site/sponsored Continuing Education (CE) classes and professional development support. Professional, collaborative, and financially stable work environment with competitive profit-sharing opportunities.

About this role

UP's Commercial Division is looking for a PEO Producer to drive new business acquisition in Florida, selling co-employment and HR outsourcing solutions to small and midsize business owners. You'd work remotely, focusing on consultative sales to C-suite executives and business owners—identifying their HR, payroll, and compliance gaps, then designing tailored PEO proposals in partnership with leading vendors. The role emphasizes relationship-building and networking with centers of influence like CPAs and attorneys, plus cross-selling opportunities across UP's other divisions.

You'll need at least three years of proven sales experience in PEO, HR outsourcing, payroll, or employee benefits, ideally backed by a Florida P&C (2-20) or Life & Health (2-15) license. Strong financial acumen and the ability to consult at the executive level are essential. A bachelor's degree in business, finance, or HR is preferred, and relevant credentials like Certified PEO Specialist or REBC are a plus. The ideal candidate is a self-motivated hunter with an entrepreneurial mindset, comfortable building high-margin client portfolios over the long term.

Compensation is flexible: you can choose a W2 structure with base salary and commission, or go 1099 with a 40/40 split on new and renewal business. Once your book reaches $1 million in revenue, you can earn vested equity. UP covers medical, dental, life, and AD&D insurance fully, offers a 401(k) match, and provides continuing education support. Strong Account Manager backing means you stay focused on sales rather than operations.

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Pay for this role

$90,000 to $200,000 per year

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