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Part Time Captive Insurance Agent Jobs in Naperville, IL

Insurance Agent

IL ยท On-site +1

$60K - $150K/yr

... model and the career/captive model so that you can be in control of your practice with ... Job Types : Full-time, Part-time, Contract Pay : $60,000.00 - $150,000.00 per year, with uncapped ...

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Medicare Insurance Agent

Chicago, IL ยท Remote

$32K - $100K/yr

We are seeking an Insurance Sales Agent to join our expansion team in Illinois Counties! There are ... Full or Part Time available. Flexible Schedule and access to optional Medical RESPONSIBILITIES:

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Part Time Captive Insurance Agent information

See Naperville, IL salary details

$25K

$64.9K

$121.3K

How much do part time captive insurance agent jobs pay per year?

As of May 28, 2026, the average yearly pay for part time captive insurance agent in Naperville, IL is $64,925.00, according to ZipRecruiter salary data. Most workers in this role earn between $44,400.00 and $76,900.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Part Time Captive Insurance Agent, and why are they important?

To excel as a Part Time Captive Insurance Agent, you typically need a valid state insurance license, strong sales abilities, and a solid understanding of insurance products offered by your parent company. Familiarity with customer relationship management (CRM) software, quoting systems, and digital communication tools is often required. Outstanding interpersonal skills, self-motivation, and resilience help agents build trust and effectively manage client relationships. These competencies ensure agents can successfully meet sales goals and deliver tailored insurance solutions while balancing a flexible work schedule.

How does working as a part-time captive insurance agent impact opportunities for ongoing training and professional development?

As a part-time captive insurance agent, you can still access many of the training and professional development opportunities offered by your parent company, though scheduling flexibility may vary. Many insurers provide online modules, webinars, and mentorship programs to help agents stay current with products and regulations. While part-time agents may have fewer in-person training sessions due to limited hours, proactive communication with managers and colleagues can help maximize learning. Taking advantage of these resources can enhance your skills, improve sales performance, and open doors for advancement to full-time or specialized roles in the future.

What is a Part Time Captive Insurance Agent?

A Part Time Captive Insurance Agent is an insurance professional who works on a part-time basis for a specific insurance company, known as a 'captive' insurer. Unlike independent agents who represent multiple insurers, captive agents exclusively sell products and services from the company they are affiliated with. Their responsibilities typically include advising clients, selling insurance policies, and providing customer service, but on a reduced schedule compared to full-time agents. This role offers flexibility for those seeking work-life balance or supplementary income.

What is the difference between Part Time Captive Insurance Agent vs Independent Insurance Agent?

AspectPart Time Captive Insurance AgentIndependent Insurance Agent
CredentialsLicensing varies by state, typically requires an insurance licenseSame licensing requirements as captive agents
Work EnvironmentWorks exclusively for one insurance companyRepresents multiple insurance companies
Employer & Industry UsageEmployed by a single insurer, focusing on their productsSelf-employed or contracted, selling various insurers' policies
Search & Comparison IntentOften compared for employment type and product exclusivityCompared for flexibility and product variety

In summary, a Part Time Captive Insurance Agent works exclusively for one insurer, focusing on their products, while an Independent Insurance Agent offers policies from multiple insurers, providing greater flexibility. The choice depends on whether you prefer specialization or variety in insurance offerings.

What are the most commonly searched types of Captive Insurance Agent jobs in Naperville, IL? The most popular types of Captive Insurance Agent jobs in Naperville, IL are:
What are popular job titles related to Part Time Captive Insurance Agent jobs in Naperville, IL? For Part Time Captive Insurance Agent jobs in Naperville, IL, the most frequently searched job titles are:
What cities near Naperville, IL are hiring for Part Time Captive Insurance Agent jobs? Cities near Naperville, IL with the most Part Time Captive Insurance Agent job openings:

$60K - $150K/yr

Full-time, Part-time

Posted 4 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.