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Remote 1099 Insurance Agent Jobs in Naperville, IL

Big I Illinois

Insurance Agent

IL · On-site +1

$60K - $150K/yr

... 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 ...

Lone Star Careers

Remote Insurance Agent

Joliet, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Empire State Careers

Remote Insurance Agent

Aurora, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Lone Star Careers

Remote Insurance Agent

Elgin, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Lone Star Careers

Remote Insurance Agent

Chicago, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Empire State Careers

Remote Insurance Agent

Elgin, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Empire State Careers

Remote Insurance Agent

Joliet, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Lone Star Careers

Remote Insurance Agent

Aurora, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Empire State Careers

Remote Insurance Agent

Chicago, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Lone Star Careers

Remote Insurance Agent

Naperville, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

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All Jobs1099 Insurance Agent JobsRemote 1099 Insurance Agent JobsRemote 1099 Insurance Agent Jobs in Naperville, IL

Remote 1099 Insurance Agent information

See Naperville, IL salary details

$25K

$64.9K

$121.3K

How much do remote 1099 insurance agent jobs pay per year?

As of Sep 1, 2026, the average yearly pay for remote 1099 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 is a Remote 1099 Insurance Agent?

A Remote 1099 Insurance Agent is an independent contractor who sells insurance policies from a remote location, rather than working onsite at an agency or company office. The '1099' refers to the IRS tax form used for independent contractors, meaning they are not employees but self-employed individuals responsible for their own taxes. These agents typically earn commissions on the policies they sell and have flexibility in setting their own schedules. They often work with multiple insurance companies and must handle their own marketing, client acquisition, and administrative tasks.

What are the key skills and qualifications needed to thrive as a remote 1099 insurance agent?

To thrive as a Remote 1099 Insurance Agent, you need strong sales acumen, comprehensive knowledge of insurance products, and a valid state insurance license. Familiarity with CRM software, quoting systems, and digital communication tools is typically required. Excellent self-motivation, communication, and customer relationship skills help agents stand out in a remote, commission-driven environment. These abilities are crucial for effectively building a client base, meeting sales targets, and succeeding independently in a competitive market.

What are some common challenges faced by remote 1099 insurance agents, and how can they be addressed?

Remote 1099 Insurance Agents often face challenges such as managing their own schedule, generating leads independently, and staying motivated without direct supervision. Building a strong daily routine, leveraging digital marketing strategies, and actively participating in virtual networking or training sessions can help overcome these hurdles. Additionally, effective communication with clients and insurance carriers is crucial, so utilizing reliable technology and CRM tools is highly recommended. Proactively seeking mentorship or support from online agent communities can also provide valuable guidance and encouragement.

What is the difference between Remote 1099 Insurance Agent vs Remote 1099 Insurance Broker?

AspectRemote 1099 Insurance AgentRemote 1099 Insurance Broker
CredentialsLicenses required for specific insurance typesSame as Insurance Agent, plus ability to represent multiple carriers
Work EnvironmentIndependent, remote salesIndependent, remote sales with broader carrier access
Employer/Industry UsageOften contracted directly with insurance companies or agenciesTypically contracted with multiple carriers or as an independent broker
Search/Comparison IntentFocus on individual insurance sales rolesFocus on roles involving multiple carrier representation

While both roles operate remotely as 1099 independent contractors, a Remote 1099 Insurance Agent primarily sells policies for specific insurance companies, requiring relevant licenses. A Remote 1099 Insurance Broker, on the other hand, can represent multiple carriers, offering clients broader options. The key difference lies in carrier access and licensing scope, impacting the sales approach and client offerings.

What are the most commonly searched types of 1099 Insurance Agent jobs in Naperville, IL?

The most popular types of 1099 Insurance Agent jobs in Naperville, IL are:

What are popular job titles related to Remote 1099 Insurance Agent jobs in Naperville, IL?

For Remote 1099 Insurance Agent jobs in Naperville, IL, the most frequently searched job titles are:

What job categories do people searching Remote 1099 Insurance Agent jobs in Naperville, IL look for?

The top searched job categories for Remote 1099 Insurance Agent jobs in Naperville, IL are:

What cities near Naperville, IL are hiring for Remote 1099 Insurance Agent jobs?

Cities near Naperville, IL with the most Remote 1099 Insurance Agent job openings:

Remote 1099 Insurance Agent jobs near you
Infographic showing various Remote 1099 Insurance Agent job openings in Naperville, IL as of August 2026, with employment types broken down into 1% As Needed, 71% Full Time, 22% Part Time, 5% Contract, and 1% Nights. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $64,925 per year, or $31.2 per hour.

Licensed Insurance Agent - Remote - Chicago, IL

GIA Legacy Planning

Chicago, IL • On-site, Remote

Full-time

Posted 24 days ago

Job description

An independent opportunity for driven, self-motivated people ready to build something of their own.
If you are someone who wants to be in business for yourself - but not by yourself - this may be exactly what you have been looking for.
GIA Legacy Planning is a life insurance distribution agency helping families protect what they have built and plan for what is ahead. We work with independent agents across Houston and all of Texas who are building their own books of business through a system that is already proven and already in motion.
This is not a job in the traditional sense. There is no boss, no punch clock, and no ceiling. It is an independent contractor opportunity where your results are a direct reflection of your effort, your consistency, and your willingness to follow a system that works.
WHAT MAKES THIS DIFFERENT
  • You control your schedule - mornings, evenings, weekends, you decide
  • 100% remote - serve clients across Houston and the surrounding Harris County area from wherever you are most productive
  • Warm inbound leads system in place - you talk to people who already raised their hand for coverage, so there is no cold calling
  • Carrier-paid bonuses and mentorship from agents who are actively producing right now
  • You build a book of business that pays you on every policy you write, with an ownership model and overrides as you grow a team
  • No ceiling on your income - your results are a direct reflection of your effort and consistency

WHAT YOU WILL DO
  • Connect with interested clients through our proprietary lead system - people who have already requested information about coverage
  • Present life insurance and protection solutions tailored to each family's situation
  • Follow our step-by-step system for consistent daily activity and follow-up
  • Build and manage your own pipeline of active clients and referrals
  • Grow at your own pace - whether part-time or full-time, the system adapts to your commitment level

WHO THIS IS FOR
  • You are self-motivated and do not need someone standing over you to get things done
  • You have experience in sales, real estate, finance, customer service, or another client-facing role - insurance experience is not required
  • You are a career changer or part-timer in the Houston area looking for something with real long-term upside
  • You are coachable and willing to follow a proven system even if it is new to you
  • You are ready to get licensed if you are not already (we will show you exactly how)

WHO THIS IS NOT FOR
  • You want a guaranteed paycheck regardless of effort
  • You are not willing to follow a system or take direction
  • You expect results without putting in consistent daily activity
  • You want someone to hand you success without accountability

If you are ready to take ownership of your income, your schedule, and your future - we want to hear from you. Apply now and a member of our team will reach out within 24 to 48 hours.
IMPORTANT: This is an independent contractor (1099) commission-only opportunity. There is no base salary, guaranteed income, or employment relationship. Earnings depend entirely on individual performance, activity level, and consistency. Past results of other agents are not a guarantee of your results.
Department Licensed Life Insurance Agent Locations Chicago, IL Remote status Fully Remote

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