General Manager, Benefits & Insurance

Worklio
  • Miami, FL
  • $200,000–$250,000 Per Year
30+ days ago

Job Description


Worklio · HCM Platform
Now Hiring · Leadership Role

General Manager,
Benefits & Insurance

Build and own our benefits brokerage practice from the ground up — with a warm existing book, a profitable platform behind you, and uncapped upside.

Remote
Reports to CEO
Full-Time
Equity Available
$120–150K
Base Salary
$200–250K
OTE at Plan
Uncapped
Commission
$5–10M+
Revenue Potential Yr 3–4
The Opportunity

Worklio is a profitable, founder-led HCM platform delivering embedded payroll, HR, and benefits administration to thousands of US employers. We're growing fast across construction, healthcare, and professional services — and we need a leader to build the benefits and insurance practice on top of our existing payroll network.

This is a P&L ownership role, not a sales role. You'll build the infrastructure, the team, the carrier relationships, and the revenue — with a warm book of payroll clients already in place from day one. This role reports directly to the CEO.

What You'll Own
Licensing & Compliance
Entity setup, state licensing, carrier appointments, ERISA and ACA compliance framework
Carrier Relationships
Medical, dental, vision, life, disability, and workers' comp carrier negotiations
Benefits Sales
Group health, ancillary, and workers' comp to employers with 50–500 employees
Team Building
Hire and manage licensed benefits advisors and account managers as volume scales
️ Partner Channel
Roll out benefits across our embedded partner network in construction and accounting
Workers' Comp Program
Build a pay-as-you-go workers' comp program tied to payroll, starting with construction
Who You Are
  • Licensed — active Life & Health license required; P&C a strong plus
  • Experienced — 7+ years in group benefits brokerage, administration, or employee benefits consulting
  • A builder — you've grown a book of business or built a team from scratch, not just managed an inherited one
  • Operationally strong — comfortable with benefits tech, carrier portals, ACA, ERISA, and Section 125
  • Commercial — you understand revenue, margin, and what it takes to grow a profitable brokerage practice
  • Entrepreneurial — energized by ambiguity, ownership, and the upside that comes with building something real

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Numbers & Facts

LocationMiami, FL
Salary$200,000–$250,000 Per Year

Skills

  • Accountingunmatched
  • Brokerageunmatched
  • Compensation and Benefitsunmatched
  • Constructionunmatched
  • Consultingunmatched
  • ERISA (Employee Retirement Income Security Act of 1974)unmatched
  • Embedded Systemsunmatched
  • Entrepreneurshipunmatched
  • Hospital/Healthcare Constructionunmatched
  • Leadershipunmatched
  • License Managementunmatched
  • Negotiation Skillsunmatched
  • Product/Service Launchunmatched
  • Profit & Lossunmatched
  • Salesunmatched
  • Sales Managementunmatched
  • Section 125 Pre-Tax Planunmatched
  • Team Buildingunmatched
  • Team Lead/Managerunmatched
  • Worker's Compensationunmatched

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