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Insurance Agent Base Pay Jobs in Chicago, IL (NOW HIRING)

Insurance Agent

IL ยท Remote

$60K - $150K/yr

We pay for your technologies, email, website, and other operating expenses. Still need more reasons ... Compensation: $60,000.00 - $150,000.00 per year YOUR FUTURE as an Independent Insurance Agent ...

Personal Lines Insurance Agent

Beecher, IL ยท On-site

$32K - $39K/yr

Competitive Pay * Professional Development * Job Stability in a growing industry Responsibilities ... base. * Possess strong presentation, persuasion, and negotiation skills with the ability to close ...

Showing results 41-60

Insurance Agent Base Pay information

See Chicago, IL salary details

$25.8K

$67K

$125.2K

How much do insurance agent base pay jobs pay per year?

As of Sep 3, 2026, the average yearly pay for insurance agent base pay in Chicago, IL is $66,982.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,800.00 and $79,300.00 per year, depending on experience, location, and employer.

What is the base pay for an insurance agent?

The base pay for an insurance agent refers to the fixed salary or hourly wage that an agent receives, excluding commissions or bonuses. This amount can vary widely depending on the employer, location, and level of experience. In the United States, the average base salary for insurance agents typically ranges from $35,000 to $50,000 per year, though some entry-level positions may start lower and experienced agents can earn more. Many insurance agents also earn commissions based on the policies they sell, which can significantly increase their total compensation.

What are some common challenges insurance agents face when working on a base pay structure?

Insurance agents working on a base pay structure often encounter challenges such as balancing the security of a consistent salary with the motivation to exceed sales targets for additional commissions. Another common challenge is managing a robust client pipeline while maintaining high-quality customer service, as performance is often closely monitored. Agents must also stay updated on changing insurance products and regulations, which can require ongoing training and adaptability. Success in the role often depends on strong interpersonal skills, persistence, and the ability to work both independently and as part of a sales team.

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 strong sales abilities, knowledge of insurance products and regulations, and often a state insurance license. Familiarity with customer relationship management (CRM) software and quoting systems is typically required. Excellent interpersonal communication, active listening, and problem-solving skills help agents build trust and tailor solutions for clients. These skills are crucial for meeting sales targets, ensuring client satisfaction, and maintaining compliance in a competitive industry.

What is the difference between Insurance Agent Base Pay vs Insurance Broker Base Pay?

AspectInsurance Agent Base PayInsurance Broker Base Pay
Required CredentialsLicensing, state-specific insurance licensesLicensing, state-specific insurance licenses
Work EnvironmentAgency offices, direct client interactionsIndependent or agency settings, client consultations
Employer & Industry UsageInsurance companies, agenciesIndependent, brokerage firms, agencies
Common Search & ComparisonYesYes

Insurance agent base pay typically refers to the fixed salary or hourly wage earned by agents working for insurance companies or agencies. Insurance brokers, while similar, often operate independently or through brokerage firms, earning commissions alongside any base pay. The main difference lies in their employment structure and client relationships, but both roles require similar licensing and work in comparable environments.

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

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

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

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

Infographic showing various Insurance Agent Base Pay job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 67% Full Time, 26% Part Time, and 6% Contract. Highlights an 93% Physical, 2% Hybrid, and 5% Remote job distribution, with an average salary of $66,982 per year, or $32.2 per hour.

$60K - $150K/yr

Contractor

Re-posted 2 days ago


Job description

Red Oak Risk Management is looking for sales professionals in the insurance and financial industry that want to be fiercely independent, but not alone. We have built Red Oak with a focus on being agent-centric by combining the best of the independent model and the career/captive model so that you can be in control of your practice with infrastructure and systems that support you to achieve success. We believe this model is the best approach for you as the agent and, in turn, for the client. If you feel:
- You are not getting paid what you are worth
- You are not in control of your practice
- You are not getting enough support
- You are not providing enough solutions for your clients
Then apply for a position at Red Oak. We would be honored to have the conversation.
Qualifications:
- A life, OR health, OR property and casualty license with at least one year of experience. However, for the right candidate, we are open to applicants without a license.
- The belief that if you focus on doing what is in the best interest of your client, you will make great money.
- Great interpersonal skills and ability to build rapport with clients and the team.
- Do it first mindset.
- Person of integrity and honor.
- Type of person that would ask for forgiveness rather than permission.
Responsibilities:
- As an agent with Red Oak you are responsible to build your book of business. We have systems, training, vendors, mentorship, best practices, and more to support you in that endeavor, but it must be understood that the "buck" stops with you.
- Take the initiative to achieve your personal goals, which will also fulfill our company goals.
- Establish customer relationships and recommend products based on a customer-focused, needs-based review process.
- Use our technology platform to provide easy communication to customers as well as to complete back-office tasks.
Benefits:
- Flexible Schedule. We value results not, time.
- Independence. You have the autonomy to make decisions on your own.
- Ownership of your book of business day one (except on P&C, after training is done and with success that too is yours)
- Ability to work from home.
- High commissions and renewal structure. With transparency on the compensation structure.
- No monthly fees, or joining fees. We pay for your technologies, email, website, and other operating expenses.
Still need more reasons to apply?
- Path to management with a proven track record of success. We will even support you to create your own agency if that is what you want.
- Full technology suite such as CRMs, websites, email, calendar tool, webinar tool, raters, case design, illustration software, and more.
- Complete Red Oak business system & sales process
- Participation in a team that has a long-term vision and a track record of providing value to the industry.
If you believe that the Red Oak vision will help you achieve your goals within the industry, then apply. If you are content with where you are, then we wish you great success! We know that Red Oak won't be for everyone.
We believe that every agent that works with us can and should enjoy what they do. If not, then we are all doing something wrong.
Our success is measured not only by economic standards but by the trust and credibility we earn from our clients and agents.
It is with that in mind, that we are eager to connect with you and discuss the Red Oak value further.
Job Types: Full-time, Part-time, Contract
Pay: $60,000.00 - $150,000.00 per year, with uncapped potential and the ability to create residual income
This is a remote position.
Compensation: $60,000.00 - $150,000.00 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.