Sales Career Opportunities – W-2 & 1099 (Employee or Insurance Agent)

We’re growing our sales team serving our niche  educator market with warm, school-generated leads (no cold calling) , strong training, tools, and a great incentive and commission structure .

Join the company’s sales team —serve educators, access warm leads, gain mentorship, earn residual income, enjoy remote flexibility, and thrive with our rewarding commission structure.

Sales Opportunities

• Insurance Specialist (Producer) (1099)  - Launch your career with mentorship from an established agent. Learn the business, build a pipeline, and develop multi-line skills with a clear path to ownership.

• Exclusive Agency Owner / Enhanced Agent (1099)  - Operate in an exclusive territory (no agent overlap) . Build and retain a book, earn residual income , and grow long-term equity in your business with marketing, tech, and service support.

• Inside Sales Representative (W2 hourly) - Remote role handling inbound/outbound calls and digital inquiries. Structured shifts, coaching, and quality standards—ideal for high-activity closers who want predictable hours and steady lead flow.

• Worksite Benefit Specialist (1099) - Focus on supplemental/chronic-illness benefits for educators. Lead on group presentations and enrollments; cross-sell life and retirement solutions.

Apply Now! It only takes 60 seconds to answer a few quick questions about your location, licenses, and career interests. Based on your responses and position availability, we’ll connect you with the next steps.

Next Steps

To begin your initial interview, you may contact Sarah, our AI recruiting assistant, at 217-829-2724. She will gather your responses and share them with our recruiting team, who will reach out if your location and experience align with our current opportunities.

Please note that connecting with Sarah is optional. If you prefer not to call, your application will still be reviewed and fully considered for available roles.

AI Use Notice

If you choose to speak with Sarah, the information you provide will be collected by an AI tool and reviewed by our recruiting team. The tool does not make hiring decisions, and no employment decision is made without human review.

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The company was founded in 1945 by two Springfield, Illinois, teachers who saw a need for quality, affordable auto insurance for teachers. Since then, we’ve broadened our mission to helping all educators protect what they have today and prepare for a successful tomorrow.  And with our broadened mission has come corporate growth:  We serve more than 4,100 school districts nationwide, we’re publicly traded on the New York Stock Exchange (symbol: HMN) and we have more than $12 billion in assets.

We’re motivated by the fact that educators take care of our children’s future, and we believe they deserve someone to look after theirs.  We help educators identify their financial goals and develop plans to achieve them.  This includes insurance to protect what they have today and financial products to help them prepare for their future. Our tailored offerings include special rates and benefits for educators.

EOE/Minorities/Females/Veterans/Disabled. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability or protected veteran status

For applicants that are California residents, please review our California Consumer Privacy Notice

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