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Remote Virtual Insurance Agent Jobs in Naperville, IL

Big I Illinois

Insurance Agent

IL · On-site +1

$60K - $150K/yr

... is a remote position. Compensación: $60,000.00 - $150,000.00 per year YOUR FUTURE as an ... Insurance Agent Starts Here If you're looking for a career that offers flexibility, job stability ...

HMG Careers

Remote Life Insurance Agent

Chicago, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Supportive and collaborative virtual team environment Qualities We Value * Willingness to learn and ...

HMG Careers

Remote Life Insurance Agent

Elgin, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Supportive and collaborative virtual team environment Qualities We Value * Willingness to learn and ...

HMG Careers

Remote Life Insurance Agent

Aurora, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Supportive and collaborative virtual team environment Qualities We Value * Willingness to learn and ...

HMG Careers

Remote Life Insurance Agent

Joliet, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Supportive and collaborative virtual team environment Qualities We Value * Willingness to learn and ...

HMG Careers

Remote Life Insurance Agent

Naperville, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Supportive and collaborative virtual team environment Qualities We Value * Willingness to learn and ...

OLUSEGUN ORGANIZATION

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Remote Insurance Agent- No Experience Necessary!

Chicago, IL · Remote

$46K - $155K/yr

We are seeking a Remote Insurance Agent- No Experience Necessary! to join our team! You will be responsible for expanding the company's book of business by selling various types of insurance policies ...

Pioneer Agency

Insurance Agent

Chicago, IL · Remote

$50K - $75K/yr

We are a fast-growing insurance agency helping individuals and families with life, health, and ... Remote work opportunity with flexible scheduling * Competitive commission structure with bonus ...

Pioneer Agency

Insurance Agent

Chicago, IL · Remote

$50K - $75K/yr

Remote work opportunities with flexible scheduling to fit your lifestyle. * Competitive commission ... No prior insurance experience is necessary; training will be provided. Work Location: Remote ...

Globe Life Insurance

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Entry Level Insurance Sales Representative (100% Remote)

Aurora, IL · Remote

$60K - $80K/yr

... insurance agent ready for a supportive team, AO Globe Life welcomes individuals from all ... Meet with clients through scheduled virtual appointments * Explain insurance products and benefit ...

New

Globe Life Insurance

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Entry Level Insurance Sales Representative (100% Remote)

Joliet, IL · Remote

$60K - $80K/yr

... insurance agent ready for a supportive team, AO Globe Life welcomes individuals from all ... Meet with clients through scheduled virtual appointments * Explain insurance products and benefit ...

New

Globe Life Insurance

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Entry Level Insurance Sales Representative (100% Remote)

Joliet, IL · Remote

$60K - $80K/yr

... insurance agent ready for a supportive team, AO Globe Life welcomes individuals from all ... Meet with clients through scheduled virtual appointments * Explain insurance products and benefit ...

New

Globe Life Insurance

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Entry Level Insurance Sales Representative (100% Remote)

Joliet, IL · Remote

$60K - $80K/yr

... insurance agent ready for a supportive team, AO Globe Life welcomes individuals from all ... Meet with clients through scheduled virtual appointments * Explain insurance products and benefit ...

New

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All JobsInsurance Agent JobsRemote Virtual Insurance Agent JobsRemote Virtual Insurance Agent Jobs in Naperville, IL

Remote Virtual Insurance Agent information

See Naperville, IL salary details

$25K

$64.9K

$121.3K

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

As of Aug 8, 2026, the average yearly pay for remote virtual 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 the difference between Remote Virtual Insurance Agent vs Remote Virtual Insurance Broker?

FeatureRemote Virtual Insurance AgentRemote Virtual Insurance Broker
CredentialsLicenses required in specific states, insurance agent licenseSame as agent, plus broker license in some cases
Work EnvironmentHome-based, online communication with clientsHome-based, may work with multiple insurance providers
Employer & Industry UsageInsurance companies, agenciesIndependent, brokerage firms, agencies
Primary RoleSell insurance policies directly to clientsAdvise clients, compare policies, and place coverage with providers

While both roles operate remotely and require insurance licenses, Remote Virtual Insurance Agents primarily focus on selling policies directly, whereas Remote Virtual Insurance Brokers act as intermediaries, advising clients and selecting policies from multiple providers. The choice depends on whether you prefer direct sales or client advocacy within the insurance industry.

What are the most commonly searched types of Virtual Insurance Agent jobs in Naperville, IL? The most popular types of Virtual Insurance Agent jobs in Naperville, IL are:
What are popular job titles related to Remote Virtual Insurance Agent jobs in Naperville, IL? For Remote Virtual Insurance Agent jobs in Naperville, IL, the most frequently searched job titles are:
What job categories do people searching Remote Virtual Insurance Agent jobs in Naperville, IL look for? The top searched job categories for Remote Virtual Insurance Agent jobs in Naperville, IL are:
What cities near Naperville, IL are hiring for Remote Virtual Insurance Agent jobs? Cities near Naperville, IL with the most Remote Virtual Insurance Agent job openings:
Remote Virtual Insurance Agent jobs near you
Infographic showing various Remote Virtual Insurance Agent job openings in Naperville, IL as of August 2026, with employment types broken down into 33% Full Time, and 67% Contract. Highlights an 100% Remote job distribution, with an average salary of $64,925 per year, or $31.2 per hour.

Health Insurance Agent

Pitch Health Solutions

Schaumburg, IL • Remote

$18 - $20/hr

Full-time

Re-posted 26 days ago

Job description

Remote Health Insurance Agent

About Pitch Health Solutions

Pitch Health Solutions is a rapidly growing national agency specializing in Medicare Advantage, Final Expense, and more, giving you unlimited opportunities to grow, maximize commissions, and build a long-term career in the industry.

We reward drive, professionalism, and consistency. If you're ambitious, coachable, and ready to grow, this is the perfect place to elevate your career.
This job is fully remote.

Your Path With Us
Step 1: Start of Employment (Transfer Agent Role)

Start your journey with a paid 2 to 4 week onboarding program where you will:

  • Use our dialer to outbound connect pre-qualified seniors with licensed agentsGain real-time call experience and confidence
  • Complete your carrier contracting & certifications
  • Receive hands-on coaching from industry experts

Once your contracting is complete, you’ll seamlessly transition to the next phase.

Step 2: Medicare & Senior Benefits Specialist

After onboarding, you will step into a fully active sales role with:

  • 100% inbound calls, no cold calling, no hunting, no chasing
  • A steady flow of interested, qualified prospects from our in-house marketing team
  • Live client transfers from individuals ready to explore Medicare or Final Expense coverage
  • The bandwidth to focus solely on what matters: connecting, educating, and closing

We do the marketing. We handle lead generation.You focus on serving clients and winning daily.
Compensation & Perks

Start of Employment (Transfer Agent Role)

Kick off your journey with a strong foundation and guaranteed earnings while you train:

  • $18/hour base pay, plus commissions per transfer
  • Paid 2 to 4 week onboarding with live call training and real call experience
  • Full-time schedule: Monday to Friday, from 9 AM till 6 PM EST (occasional Saturdays)
  • Includes a 1-hour lunch break
  • 100% Remote: Work from anywhere nationwide
  • Hands-on coaching, skill-building, and a clear path to promotion into your Medicare @Specialist role


Medicare & Senior Benefits Specialist

Unlock your full earning potential once you transition into active inbound sales:

  • $18–$20/hour base pay (based on experience)
  • Lucrative, performance-driven commissions
    • Top-performing Specialists consistently earn $2,000–$3,000 per week
  • All inbound calls — no cold calling, ever
  • Full-time schedule: Monday to Friday, from 9 AM till 6 PM EST (occasional Saturdays)
  • Includes a 1-hour lunch break
  • 100% Remote: Earn nationwide from the comfort of your home
  • Endless growth opportunities in a rapidly expanding organization

What You’ll Do as an Active Sales Agent

  • Handle qualified inbound calls (no dialing, no chasing)
  • Sell Medicare and Final Expense plans
  • Educate seniors, guide them through their options, and enroll them in coverage
  • Meet sales goals while maintaining compliance and professionalism

What We’re Looking For

  • Active health insurance license — licensed in 7+ states is a plus
  • 1+ year of insurance sales experience preferred (not required)
  • Strong closer with excellent communication skills
  • Coachable, motivated, and results-driven
  • Tech-ready: PC/laptop (i5+, 8GB RAM), wired internet, USB headset

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