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Insurance Agent Jobs in Chicago, IL (NOW HIRING)

The more you invest in your success, the more you can earn! We're looking for an Insurance Agency ... Up to $150k bonus potential per month Agent Development Bonus Multiplier - earn extra bonuses as ...

Showing results 41-60

Insurance Agent information

See Chicago, IL salary details

$25.8K

$67K

$125.3K

How much do insurance agent jobs pay per year?

As of Aug 17, 2026, the average yearly pay for insurance agent in Chicago, IL is $67,035.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,900.00 and $79,400.00 per year, depending on experience, location, and employer.

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

To thrive as an Insurance Agent, you need a solid understanding of insurance products, sales techniques, and relevant regulations, often supported by a state insurance license. Familiarity with customer relationship management (CRM) software and quoting systems is typically required. Strong interpersonal skills, active listening, and persuasive communication help agents build trust and effectively address client needs. These competencies are vital for meeting sales targets, ensuring compliance, and maintaining long-term client relationships.

What are some common challenges insurance agents face when building their client base, and how can they overcome them?

Insurance Agents often encounter challenges such as establishing trust with new clients, differentiating themselves in a competitive market, and managing client rejections. To overcome these obstacles, agents typically focus on building strong relationships through personalized service, maintaining up-to-date product knowledge, and leveraging networking opportunities. Successful agents also use digital marketing tools and referrals to expand their reach and consistently follow up with prospects to nurture long-term relationships.

What is the difference between Insurance Agent vs Insurance Broker?

AspectInsurance AgentInsurance Broker
CredentialsLicensed to sell policies for specific insurance companiesLicensed to represent multiple insurance companies and offer a variety of policies
Work EnvironmentTypically employed by an insurance company or agencyWorks independently or for brokerage firms, representing multiple insurers
Employer & Industry UsageInsurance companies, agenciesBrokerage firms, independent agencies
Search & Comparison IntentLooking for agents to buy policies from specific insurersSeeking brokers who can compare policies across multiple insurers

While both Insurance Agents and Insurance Brokers assist clients with insurance policies, agents usually represent a single insurer, whereas brokers work independently to compare options across multiple companies. Understanding these differences helps you choose the right professional for your insurance needs.

Is an insurance agent a good career?

An insurance agent is a sales professional who helps clients select insurance policies and provides ongoing service. The career offers flexible hours, commission-based income, and requires strong communication and sales skills, with success often dependent on building a client base and obtaining relevant licenses. It can be a stable and rewarding career for those interested in finance and customer service.

Is it hard to make money as an insurance agent?

Making money as an insurance agent can vary based on experience, sales skills, and the ability to build a client base. Income often depends on commissions from policies sold, and success typically requires persistence, networking, and product knowledge. Some agents earn substantial income, while others may find it challenging initially.

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

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

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

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

Infographic showing various Insurance Agent job openings in Chicago, IL as of August 2026, with employment types broken down into 100% Full Time. Highlights an 75% In-person, and 25% Remote job distribution, with an average salary of $67,035 per year, or $32.2 per hour.

Full-time

Posted 6 days ago


AAA The Auto Club Group rating

7.4

Company rating: 7.4 out of 10

Based on 283 frontline employees who took The Breakroom Quiz

229th of 309 rated insurance


Job description

About the Company - AAA - The Auto Club Group, is seeking ambitious, business-minded, and visionary Entrepreneurial Agency Owners to join our team! One of the Industry's BEST Compensation Packages Earning potential is unlimited through a 100% incentive-based compensation structure. Competitive new-business and renewal commission, complemented by bonus programs (see below) which help your business growth at all stages of your agency's development. The more you invest in your success, the more you can earn! We're looking for an Insurance Agency Owner – $20,000 agency opening BONUS! AAA is expanding in Illinois, Iowa, Nebraska, Michigan, Wisconsin NW Indiana, South Carolina, North Carolina, Tennessee, Minnesota and Florida, and we are seeking motivated, business-minded leaders to open and operate their own AAA-branded Insurance Agency. Be your own boss, build equity, and serve your community — all with the backing of one of America's most trusted brands. WHAT WE OFFER: FULL ownership of your book of business — from Day 1 Residual income – build long-term wealth and get paid year after year! No Franchise Fees – keep more of your revenue from day one Exclusive AAA Brand Recognition – leverage one of the most trusted names!! $20,000 Agency Launch Bonus – paid once you open your AAA-branded office $20,000 Marketing Reimbursement – $5,000 per quarter to grow your business Agency Development Bonus (ADB) – quarterly during first 3 years! First 36 months – measured on a quarterly basis. Up to $150k bonus potential per month Agent Development Bonus Multiplier – earn extra bonuses as you grow your team Agency Growth Bonus (AGB) – Starts in year 3 (month 25). Up to 8% paid based on agency growth month over month Performance Recognition – be rewarded for hitting milestones and growing your business Pay range and compensation package We have an agency owner retiring and looking to sell their 2.5 million book of business in the Northwest Suburbs (ASK ME) Property & Casualty + Life & Health licenses Willingness to complete licensing if not held Completion of a business plan and cash flow analysis Approved AAA-branded office location Able to pass background checks 2 licensed staff at launch Territories available across IL, IA, NE, MI, MN, SC, NC, WI, NW IN, and FL — don't miss your window. We have an agency owner retiring and looking to sell their 2.5 million book of business in the Northwest Suburbs (ASK ME) #J-18808-Ljbffr


What AAA The Auto Club Group employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom


American Automobile Association logo

About American Automobile Association

Sourced by ZipRecruiter

The American Automobile Association (AAA), headquartered in Heathrow, Florida, USA, is a reputable force in the automotive and insurance industry. Originating in 1902, it began as a coalition of motor clubs with the common goal of providing better roads and travel conditions for motorists. Today, AAA is a comprehensive, multifaceted organization that offers a range of services, including roadside assistance, auto repair services, travel agency services, and diverse insurance products - Auto, Home, Life and more. A significant principle for AAA is to continuously deliver value to their 61 million members through safety, security and peace of mind. The company's mission and core values focus on championing its members' rights and interests, advocating innovation, integrity, teamwork and respect.

Industry

Non-profits

Company size

10,000+ Employees

Headquarters location

Heathrow, FL, US

Year founded

1902

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