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Independent Insurance Agent Jobs in Chicago, IL (NOW HIRING)

Big I Illinois

Insurance Agent

IL · Remote

$60K - $150K/yr

We have built Red Oak with a focus on being agent-centric by combining the best of the independent ... Independent insurance agents protect our customers by providing home, auto, business, life and ...

Big I Illinois

Insurance Producer

Hillside, IL · On-site

YOUR FUTURE as an Independent Insurance Agent Starts Here If you're looking for a career that offers flexibility, job stability, competitive compensation, and more, then you've come to the right ...

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NACBA

Insurance Agent - Crown Point, IN

Crown Point, IN · On-site

$50 - $90/hr

Insurance Agents operate as independent contractors, representing American Family and its products exclusively. As an agent, you'll be responsible for your agency's overall management, sales, and ...

New

Promoted2

Remote Insurance Agent

Gary, IN · Remote

$60K - $110K/yr

Remote Insurance Sales Agent | $60k-$110k+ First Year | No Cold Calling Earn strong first-year ... Background in remote or independent contracting roles * Leadership or team-building experience ...

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Showing results 1-20

All JobsIndependent Insurance Agent JobsIndependent Insurance Agent Jobs in Chicago, IL

Independent Insurance Agent information

See Chicago, IL salary details

$25.4K

$66K

$123.4K

How much do independent insurance agent jobs pay per year?

As of Sep 3, 2026, the average yearly pay for independent insurance agent in Chicago, IL is $66,025.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,200.00 and $78,200.00 per year, depending on experience, location, and employer.

What is an independent insurance agent?

Independent insurance agents are licensed professionals who sell insurance policies from multiple insurance companies, rather than being tied to just one provider. This allows them to offer clients a wider range of coverage options and find policies that best meet their needs and budgets. Independent agents act as intermediaries, helping clients compare rates, understand policy terms, and manage claims. They are typically paid by commissions from the insurance companies whose products they sell.

What skills and qualifications are needed to thrive as an independent insurance agent?

To thrive as an Independent Insurance Agent, you need a solid understanding of insurance products, sales strategies, and relevant state licensing. Familiarity with customer relationship management (CRM) software, quoting platforms, and policy management systems is typically required. Exceptional interpersonal skills, self-motivation, and resilience help agents build lasting client relationships and navigate a competitive market. These skills and qualifications are essential for providing tailored insurance solutions, achieving sales targets, and maintaining a strong client base.

What are common challenges faced by independent insurance agents, and how can they be addressed?

Independent Insurance Agents often face challenges such as building a client base from scratch, managing multiple carrier relationships, and staying updated on changing insurance regulations. To overcome these obstacles, agents typically focus on networking, continuous education, and leveraging customer relationship management (CRM) tools to stay organized. Joining professional associations and attending industry events can also help agents expand their network and gain valuable insights to grow their business.

What is the difference between Independent Insurance Agent vs Insurance Broker?

AspectIndependent Insurance AgentInsurance Broker
CredentialsMay hold state-specific licenses, often multipleLicensed to sell insurance, often holds similar licenses
Work EnvironmentWorks independently or with multiple insurance companiesActs as an intermediary between clients and multiple insurers
Employer & Industry UsageOperates independently or for agencies, representing insurersWorks for clients, representing multiple insurance providers

Both roles require licensing and involve selling insurance policies. An Independent Insurance Agent typically works directly with clients and may represent multiple insurers, offering personalized options. An Insurance Broker also works with clients but acts as a middleman, helping clients find the best coverage across various insurers. While their functions overlap, the key difference lies in their client relationship and representation approach.

Do independent insurance agents make good money?

Independent insurance agents can earn a wide range of income, often based on commissions from policies sold, with top performers earning six-figure incomes. Income depends on factors such as experience, sales skills, client base, and the types of insurance products offered. Many agents also need strong networking and marketing skills to succeed in this role.

Is being an independent insurance agent hard?

Being an independent insurance agent can be challenging as it requires building a client base, understanding multiple insurance products, and managing self-employment responsibilities. Success often depends on sales skills, industry knowledge, and obtaining necessary licenses, which can involve ongoing education and certification. The job typically offers flexible hours but also demands self-motivation and resilience.

Why do most independent insurance agents quit?

Many independent insurance agents quit due to challenges in building a steady client base, high competition, and inconsistent income. The job requires strong sales skills, self-motivation, and ongoing licensing and training, which can be demanding over time.

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

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

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

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

Independent Insurance Agent jobs near you
Infographic showing various Independent Insurance Agent job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 21% Part Time, and 5% Contract. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution, with an average salary of $66,025 per year, or $31.7 per hour.

Personal Lines Insurance Agent

Big I Illinois

Beecher, IL • On-site

$32K - $39K/yr

Full-time

Medical, PTO

Re-posted 22 days ago

Job description

Benefits:
  • Company parties
  • Flexible schedule
  • Health insurance
  • Paid time off

The Personal Lines Insurance Agent at First Consolidated Insurance Center is responsible for maintaining and maximizing profitable relationships with personal line clients and for growing the book of business through new client sales.
Benefits/Perks
  • Competitive Pay
  • Professional Development
  • Job Stability in a growing industry

Responsibilities
  • Identify, qualify, and develop personal insurance opportunities with new and existing clients in person, online, by phone, and through written communication.
  • Foster and maintain excellent relationships with clients and prospects through regular follow-up, accurate and timely quotations, and general account support. Anticipate, respond to, and follow up on all existing client needs.
  • Actively prospect round accounts, and solicit increases in existing client coverage as well as network for new clients, including win backs.
  • Obtain best coverage/rate for insured, process quotes, and bind insurance coverage; follow up as necessary with inspection, photos, and other documentation. Present policies to insured and educate them on coverages and rates.
  • Foster and maintain excellent relationships with customers and prospects through regular follow-up, timely quotations, and general account support.
  • Support and prepare clients for renewal and retention, and maintain strong client relationships.
  • Anticipate, respond to, and follow up on all existing client needs.
  • Maintain CE and participate in ongoing education and keep informed regarding industry information, new product information, legislation, coverages, and technology to continuously improve knowledge and performance.

Qualifications
  • Hold the insurance license required by your state and have experience in personal insurance account management, as well as an Associates Degree or comparable work experience.
  • Possess a valid driver's license and a source of reliable transportation.
  • Demonstrate strong knowledge of insurance products and usages, rating procedures, underwriting procedures, coverages, and industry operations to effectively secure new business and maintain an existing client base.
  • Possess strong presentation, persuasion, and negotiation skills with the ability to close sales.
  • Be people-oriented, customer-focused, and professionally assertive in developing new client relationships and servicing existing clients.
  • Possess outstanding organizational skills with an ability to complete difficult assignments without supervision, sound business judgment, strong decision-making, and superior written and verbal communication skills.
  • Have excellent time management skills, thrive in a team environment, and Technology and Computer proficiency including agency management systems.

Compensation: $32,000.00 - $39,000.00 per year
YOUR FUTURE as an Independent Insurance Agent Starts Here
If you're looking for a career that offers flexibility, job stability, competitive compensation, and more, then you've come to the right place! Working with an independent agency is a great career choice.
Independent insurance agents protect our customers by providing home, auto, business, life and health insurance policies to fit their individual needs. Independent agencies are not bound to offering products from only one insurance company. Instead, we can offer customers a choice of policies from a variety of insurance companies to provide the best protection at a competitive price.
The demand for insurance professionals is growing every day! Is this career right for you?
This agency is independently owned and operated. Your application will go directly to the agency, and all hiring decisions will be made by the management of this agency. All inquiries about employment at this agency should be made directly to the location, and not to Big I of Illinois Association.

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