Account Executive - Life & Health

Job Summary
Account Executives partner with Sales Executives and carrier partners to place new business, service existing clients, and build strong client and carrier relationships in the employee benefits space. Full-time, on-site (hybrid options) position, Monday through Friday | 8am - 4:30 CST.

Why Dimond Bros.?

Great Benefits Package

Health, Dental, Vision, 401(k) matching, Paid time off, Life Insurance, Short-Term & Long-Term Insurance

Seasonal Half-Day Fridays

Growth Opportunities

Mission-Driven Work

People-First Culture

Supportive team environment with growth potential

Key Responsibilities

Manage and service a book of market clients for group and individual benefits.

Conduct client needs assessments and provide strategic benefits guidance.

Act as the primary point of contact for client service, inquiries, and issue resolution.

Coordinate annual open enrollment, including plan updates, education, and employee support.

Collaborate with internal teams, carriers, third-party administrators, and compliance to ensure smooth administration and regulatory compliance.

Maintain accurate policy documentation in accordance with company procedures and industry standards.

Position Requirements

3–5 years of experience in employee benefits, HR, or a related field

Working knowledge of employee benefits (medical and ancillary plans)

Illinois Life and Health Insurance License

Strong written, verbal, and interpersonal communication skills

Excellent organization, time management, and attention to detail

Strong customer focus with effective listening and follow-up skills

About the Organization
Dimond Bros. Insurance, LLC has been in the business of helping people find insurance solutions for individuals, businesses, and government entities for over 150 years. Founded in 1867 by Albert Dimond in Arcola, Illinois, our small agency of just two employees has grown to be one of the largest independent insurance agencies with locations in Illinois, Indiana, South Carolina, and Wisconsin.

EOE Statement
We are an equal employment opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability status, protected veteran status or any other characteristic protected by law.

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