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Insurance Executive Jobs in Chester, IL (NOW HIRING)

Generous medical, dental, vision, life and disability insurance * Fitness reimbursement * Learning ... Communicate the CEO and committee's goals and parameters effectively to the loan relationship.

Generous medical, dental, vision, life and disability insurance * Fitness reimbursement * Learning ... Communicate the CEO and committee's goals and parameters effectively to the loan relationship.

Submits the calendar to the Executive Director for final approval. Posts and distributes the ... insurances, paid time off and paid holidays. Team members are eligible to participate in our ...

Activity Assistant

Sparta, IL · On-site

$12.75 - $15.25/hr

Submits the calendar to the Executive Director for final approval. Posts and distributes the ... insurances, paid time off and paid holidays. Team members are eligible to participate in our ...

Activity Assistant

Sparta, IL · On-site

$16 - $16.50/hr

Submits the calendar to the Executive Director for final approval. Posts and distributes the ... insurances, paid time off and paid holidays. Team members are eligible to participate in our ...

... executive branch leadership. * Silo Busting: - Build strong bridges between the sales team and ... Life Insurance : Company-paid policy equal to 2x your annual salary * Paid Time Off : Generous ...

TEMPORARY Concierge PT

Sparta, IL · On-site

$15 - $15.25/hr

Organizes, distributes mail to residents, Executive Director and Department Coordinators ... insurance, paid timeoff and holidays, a 401(k) with employer match, paid training and ...

Insurance Executive information

See Chester, IL salary details

$9.5K

$87.6K

How much do insurance executive jobs pay per year?

As of Aug 4, 2026, the average yearly pay for insurance executive in Chester, IL is $86,350.00, according to ZipRecruiter salary data. Most workers in this role earn between $86,400.00 and $86,400.00 per year, depending on experience, location, and employer.

What does an insurance executive do?

The responsibilities of an insurance executive, also known as an insurance broker or insurance account executive, include understanding insurance laws, ensuring companies are abiding by all regulations, providing excellent customer service to the clients of insurance companies, and selling them the most suitable policies. As an insurance executive, you work with the legal department to stay updated on government regulations, assist with mergers and each business acquisition, provide presentations to each new client, and set and achieve sales targets. Other duties include managing the budget and profit/loss margins. You also determine each customer’s needs, for both businesses and individuals, and advise the best insurance policy for their unique situation. This position requires traveling to visit clients.

What are some common challenges faced by insurance executives when leading cross-functional teams?

Insurance Executives often oversee teams that include underwriting, claims, sales, and compliance professionals, which can present challenges in aligning diverse priorities and communication styles. Successfully managing these teams requires strong leadership skills, the ability to resolve conflicts, and a focus on fostering collaboration to achieve shared business goals. Regularly facilitating clear communication and setting unified objectives are essential practices, helping to ensure all departments work cohesively toward company growth and client satisfaction.

What is the role of an insurance executive?

An insurance executive oversees the strategic direction and management of an insurance company or department. They are responsible for setting policies, managing teams, analyzing market trends, and ensuring profitability, often requiring strong leadership, industry knowledge, and relevant certifications. Their role involves decision-making to grow the business and maintain regulatory compliance.

What is the difference between Insurance Executive vs Insurance Agent?

AspectInsurance ExecutiveInsurance Agent
CredentialsTypically requires industry experience, possibly advanced certificationsRequires licensing and certification specific to insurance products
Work EnvironmentCorporate offices, management roles, strategic planningFieldwork, client meetings, sales-focused environment
Employer & Industry UsageInsurance companies, corporate sectorsIndependent agencies, insurance firms, brokers
Common Search & ComparisonHigh-level management, strategic rolesSales, customer service, client acquisition

Insurance Executives focus on strategic management and overseeing company operations, often requiring extensive industry experience. Insurance Agents primarily handle client interactions, sales, and policy sales, requiring licensing. While both roles are vital in the insurance industry, they differ significantly in responsibilities, work environment, and career focus.

What does an insurance executive do?

An Insurance Executive is a high-level professional responsible for overseeing the operations, strategy, and growth of an insurance company or department. Their duties often include managing teams, developing business strategies, ensuring compliance with industry regulations, and maintaining relationships with key clients or partners. Insurance Executives play a critical role in decision-making, risk management, and driving profitability within their organizations. They may also be involved in product development and market analysis to ensure their company remains competitive.

What are the key skills and qualifications needed to thrive as an insurance executive, and why are they important?

To thrive as an Insurance Executive, you need a deep understanding of insurance products, risk assessment, regulatory compliance, and business management, typically backed by a bachelor’s degree in business, finance, or a related field. Familiarity with CRM systems, data analytics tools, and relevant certifications such as Chartered Property Casualty Underwriter (CPCU) or Certified Insurance Counselor (CIC) is highly valuable. Exceptional leadership, negotiation, and strategic communication skills distinguish top performers in this role. These competencies enable Insurance Executives to drive business growth, ensure regulatory adherence, and lead high-performing teams in a competitive industry.
What job categories do people searching Insurance Executive jobs in Chester, IL look for? The top searched job categories for Insurance Executive jobs in Chester, IL are:
What cities near Chester, IL are hiring for Insurance Executive jobs? Cities near Chester, IL with the most Insurance Executive job openings:
Infographic showing various Insurance Executive job openings in Chester, IL as of July 2026, with employment types broken down into 85% Full Time, 12% Part Time, and 3% Contract. Highlights an 87% Physical, 4% Hybrid, and 9% Remote job distribution, with an average salary of $86,350 per year, or $41.5 per hour.

Account Executive - The Ottmann Agency

Goosehead

Jacob, IL • On-site

$53K - $90K/yr

Full-time

Medical, Dental, Vision, PTO

Re-posted 25 days ago


Job description

About Goosehead

Since 2003, Goosehead Insurance has been disrupting the insurance industry by giving clients the power of choice, utilizing a smarter marketing approach, and delivering world-class service. This is all powered by our focus on hiring and retaining extraordinary people. Our clients trust us with their most valuable possessions, so we're more than just a bit selective when it comes to hiring new team members. In 2012, we began franchising our business model. This role is for one of our successful franchise partners.

Job Summary

The team is responsible for new business revenue generation monthly and works to achieve these on an individual and team level. Account Executives are equipped with extensive training in Salesforce, sales process management, business development and more.

Principal Duties and Responsibilities

The primary responsibility of an Account Executive is to build a book of business through:

  • Prospecting and establishing referral partner relationships with professionals from the real estate and mortgage industry.
  • Work with clients to understand their insurance needs, analyze options with a large carrier portfolio, and provide a custom solution to mitigate household risk.

Compensation Summary

The first year's earnings potential ranges from $53,000 - $90,000, varying based on performance. Our compensation package slightly varies by agency but offers uncapped new business commissions and renewal commissions year-over-year. Renewal commissions provide passive earnings and can exponentially increase your annualized income. Additionally, top performers can qualify for an annual President's Club trip.

Experience and Education

  • Passing the state licensing exam, once hired
  • Legally authorized to work in the United States

Required Skills and Abilities

  • Exceptional written and verbal communication
  • Experience in a fast-paced work environment
  • B2B or B2C sales experience or related college major
  • Competitive attitude
  • Networking abilities
  • Entrepreneurial spirit
  • Problem-solving mentality
  • Self-motivated, hands on, self-starter mindset that can do the work
  • Strong time management
  • Strong attention to detail and organization

Benefits Summary

  • High quality voluntary health, vision, dental insurance programs
  • Paid holidays, vacation, and sick leave
  • Benefit offerings vary per agency*

This job posting is for an opportunity at a Goosehead Insurance agency independently owned and operated by a local franchised Agency Owner. If you choose to apply for this position, you understand and acknowledge that your application and any information included with it will be submitted to the Agency Owner. If you are hired for this position, you also understand and acknowledge that the Agency Owner's franchised business will be your employer, not Goosehead Insurance Agency, LLC, and that the Agency Owner is solely responsible for all decisions related to your employment, including hiring, firing, discipline, compensation, scheduling, and supervision.

To learn more about our job opportunities, apply here. We look forward to speaking with you!