# General Manager, Benefits & Insurance at Worklio in Miami,…

> Source: https://confidential.careers/job-detail/general-manager-benefits-insurance-worklio-miami

# General Manager, Benefits & Insurance

Worklio 

** Miami, United States ** Full Time ** Operations Jobs ** United States ** New

[Apply Now](https://confidential.careers/go/13622892) ** Save 

## Job Description

### 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

- 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

### Bonus Points

- 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

### Why This Role

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.

### Ready to build something?

Send your resume and a brief note on what you've built to careers@worklio.com

#J-18808-Ljbffr

Posted August 12, 2026