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Insurance Executive Jobs in Chicago, IL (NOW HIRING)

Wintrust Financial

Executive Assistant

Rosemont, IL · On-site

$27 - $39.50/hr

Executive Assistant As one of the largest premium finance companies in the country, FIRST Insurance ... FIRST Insurance Funding is a subsidiary of Wintrust, a financial services company with more than ...

Empowered Staffing

Account Executive

Skokie, IL · On-site

Empowered Staffing is partnered with a growing employee benefits and insurance advisory firm known ... You will lead executive-level conversations, develop creative solutions, oversee the supporting ...

The LaSalle Group

Executive Assistant

Chicago, IL · On-site

$80K - $90K/yr

Medical, Dental & Vision Insurance * Location: Eastern or Central Time Zones * Work Model: Fully ... Executive Search, LaSalle offers staffing and recruiting solutions to companies of all sizes and ...

The LaSalle Group

Executive Assistant

Chicago, IL · On-site

$80K - $90K/yr

Medical, Dental & Vision Insurance * Location: Eastern or Central Time Zones * Work Model: Fully ... Executive Search, LaSalle offers staffing and recruiting solutions to companies of all sizes and ...

Stefanini, Inc

Sales Executive

Chicago, IL · On-site

$110 - $150/hr

Job Details Sales Executive Location: Saint Paul, MN Posted: 4/8/2026 Job ID#: 63405 Job Category ... Benefits include health insurance, dental insurance, vision insurance, life insurance, disability ...

Wintrust

Executive Assistant

Rosemont, IL · On-site

$27 - $39.50/hr

FIRST Insurance Funding is a subsidiary of Wintrust, a financial services company with more than ... We offer multiple opportunities for development and upward mobility The Executive Assistant at ...

Cimcor, Inc.

Executive Assistant

Merrillville, IN · On-site

Cimcor, Inc. is seeking a highly capable, detail-oriented Executive Assistant to provide direct ... Medical, dental, and vision insurance * Paid time off & holidays * Mileage and travel reimbursement ...

Wintrust

Executive Assistant

Rosemont, IL · On-site

$27 - $39.50/hr

FIRST Insurance Funding is a subsidiary of Wintrust, a financial services company with more than ... We offer multiple opportunities for development and upward mobility The Executive Assistant at ...

Cimcor, Inc.

Executive Assistant

Merrillville, IN

Cimcor, Inc. is seeking a highly capable, detail-oriented Executive Assistant to provide direct ... Medical, dental, and vision insurance * Paid time off & holidays * Mileage and travel reimbursement ...

Cimcor

Executive Assistant

Merrillville, IN · On-site

Cimcor, Inc. is seeking a highly capable, detail-oriented Executive Assistant to provide direct ... Medical, dental, and vision insurance * Paid time off & holidays * Mileage and travel reimbursement ...

Kings Bowl of Rosemont

Executive Chef

Rosemont, IL · On-site

$70K - $80K/yr

KINGS DINING AND ENTERTAINMENT IS SEEKING AN EXECUTIVE CHEF Now is the time to join an exciting and ... Dental Insurance * Student Loan repayment benefit * 401k * Competitive Salary Qualifications ...

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All JobsInsurance JobsInsurance Executive JobsInsurance Executive Jobs in Chicago, IL

Insurance Executive information

See Chicago, IL salary details

$11.3K

$104.6K

How much do insurance executive jobs pay per year?

As of Aug 22, 2026, the average yearly pay for insurance executive in Chicago, IL is $103,095.00, according to ZipRecruiter salary data. Most workers in this role earn between $103,100.00 and $103,100.00 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 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 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 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.

More about Insurance Executive jobs

What are the most commonly searched types of Insurance jobs in Chicago, IL?

The most popular types of Insurance jobs in Chicago, IL are:

What are popular job titles related to Insurance Executive jobs in Chicago, IL?

For Insurance Executive jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Insurance Executive jobs in Chicago, IL look for?

The top searched job categories for Insurance Executive jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Insurance Executive jobs?

Cities near Chicago, IL with the most Insurance Executive job openings:

Insurance Executive jobs near you
Infographic showing various Insurance Executive job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 89% Physical, 2% Hybrid, and 9% Remote job distribution, with an average salary of $103,095 per year, or $49.6 per hour.

Executive Director - Financial & Insurance Conference Professionals (FICP) (Chicago)

Smithbucklin

Chicago, IL • On-site

$150K - $200K/yr

Full-time

This job post has expired today. Applications are no longer accepted.

Job description

Executive Director - Financial & Insurance Conference Professionals (FICP)

6 days ago Be among the first 25 applicants

This range is provided by Smithbucklin. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range

$150,000.00/yr - $200,000.00/yr

Smithbucklin, a 650-person, employee-owned professional services company with more than 70 years of success serving the association market. The Executive Director will lead these efforts by driving strategic initiatives, fostering innovation, and leveraging collaborative partnerships to advance the mission of Financial & Insurance Conference Professionals (FICP) within a dynamic, member-driven professional association. In this highly visible leadership role, the Executive Director will guide the organization with vision and resourcefulness, ensuring continued growth, member engagement, and impact across the financial and insurance conference planning community.

At Smithbucklin, we embody a culture driven by optimism, ambition, expertise, and thoughtfulness, where every team member is empowered to exceed expectations and deliver exceptional results for our clients. Join us in shaping the future of association management, where our values serve as the cornerstone of our success

FICP provides access to education, experience-sharing, and networking opportunities to help meeting professionals and hospitality partners in the financial services and insurance

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