Account Executive - Life & Health

Dimond Bros. Insurance, LLC; Freeport (IL); Hybrid; USD 29,000 - 43,000; Full time

Benefits offered by this job

Seasonal Half-Day Fridays

Health & Wellness webinars

Discount Programs

Financial & Legal Assistance

Job summary

Dimond Bros. Insurance, LLC in Illinois seeks an Account Executive to partner with Sales and carrier partners to place new business, service clients, and build relationships in employee benefits. This is a full-time, on-site role with hybrid options, Monday–Friday, 8am–4:30pm.

Responsibilities include managing a book of clients, conducting needs assessments, coordinating annual enrollment, and ensuring regulatory compliance. Licensing and strong communication are essential.

Qualifications

• 2+ years of experience in employee benefits, HR, or related field.
• Experience with group and individual benefits is preferred.
• Illinois Life and Health Insurance License is required.
• Strong written, verbal, and interpersonal communication skills.

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 and employee support.
• Collaborate with carriers, third-party administrators, and compliance to ensure smooth administration.
• Maintain accurate policy documentation in accordance with procedures and standards.

Skills

Benefits experience

Interpersonal skills

Open enrollment

Client service

Job description

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 position (hybrid options available) , Monday through Friday | 8am - 4:30

Please note that this role may appear under a similar title on some of our recruiting platforms.

Employee Benefits At Dimond Bros.

• We offer a comprehensive benefits package, including medical, dental, and vision insurance; group term life and AD&D coverage; short-term and long-term disability insurance; an Employee Assistance Program (EAP); a 401(k) with company match; HSA contributions for eligible medical plan participants; and flexible spending accounts (FSA).
• Vacation time, paid holidays, and personal time accrual.
• Medical, dental, vision and vacation time are all available on the new employee's first day!
• Please visit our website to see more information: Benefits Page

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

• 2+ 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

Pay Range: $21 - $31 / hour

Why Dimond Bros?

Perks

• Seasonal Half-Day Fridays
• Health & Wellness webinars and courses
• Discount Programs
• Financial & Legal Assistance

Culture

• Growth Opportunities
• Mission-Driven Work
• People-First Culture
• Supportive team environment with growth potential

About the Organization Dimond Bros. Insurance, LLC has been in the business of helping people like you 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.

Our great people make Dimond Bros. a great place to work!

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.