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