General Manager, Benefits & Insurance
Job Description
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.
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.
- →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
- ⭐Construction or healthcare employer experience
- ⭐Embedded benefits or benefits-as-a-service background
- ⭐PEO, ASO, or HCM technology experience
- ⭐Tax-advantage benefits plan administration
- ⭐Existing carrier relationships and appointments
- ⭐Workers' comp MGA or captive experience
You're not walking into a cold start. Our payroll platform already serves employers across the US — every one of them a warm opportunity. The book exists. It just needs a leader to activate it.
Direct CEO access, no bureaucracy, equity participation in a business targeting a significant exit. Commission is uncapped.
This role has the potential to generate $5–10M+ in annual revenue within 3–4 years.
We understand payroll and compliance deeply. You won't be explaining what a W-2 is.
Send your resume and a brief note on what you've built to [email protected]
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