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Entry Level Remote Life Insurance Agent Jobs in Chicago, IL

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 ... Valid life insurance license (or willing to obtain - licensing guidance provided) * Strong ...

Promoted2

Remote Insurance Agent

Chicago, IL · Remote

$60K - $110K/yr

Remote Insurance Sales Agent | $60k-$110k+ First Year | No Cold Calling Earn strong first-year ... Valid life insurance license (or willing to obtain - licensing guidance provided) * Strong ...

Promoted2

Remote Insurance Agent

Chicago, IL · Remote

$60K - $110K/yr

Remote Insurance Sales Agent | $60k-$110k+ First Year | No Cold Calling Earn strong first-year ... Valid life insurance license (or willing to obtain - licensing guidance provided) * Strong ...

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 ... One of Globe life companies is American Income Life. American Income Life is one of the largest ...

Globe Life Insurance

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Entry Level Insurance Sales Representative (100% Remote)

Aurora, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... insurance agent ready for a supportive team, AO Globe Life welcomes individuals from all ...

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Globe Life Insurance

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Entry Level Insurance Sales Representative (100% Remote)

Joliet, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... insurance agent ready for a supportive team, AO Globe Life welcomes individuals from all ...

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Globe Life Insurance

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Entry Level Insurance Sales Representative (100% Remote)

Joliet, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... insurance agent ready for a supportive team, AO Globe Life welcomes individuals from all ...

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Nexera

Entry Level Remote Insurance Sales

Chicago, IL · Remote

$1.5K - $3.2K/wk

About this role We're hiring entry-level Financial Sales Consultants for our remote team. You'll ... Full licensing support -- we walk you through getting your Life and Health Insurance License (most ...

Globe Life Insurance

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Entry Level Insurance Sales Representative (100% Remote)

Aurora, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... insurance agent ready for a supportive team, AO Globe Life welcomes individuals from all ...

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All JobsLife Insurance Agent JobsEntry Level Remote Life Insurance Agent JobsEntry Level Remote Life Insurance Agent Jobs in Chicago, IL

Entry Level Remote Life Insurance Agent information

See Chicago, IL salary details

$18.5K

$91.7K

$149.4K

How much do entry level remote life insurance agent jobs pay per year?

As of Aug 8, 2026, the average yearly pay for entry level remote life insurance agent in Chicago, IL is $91,650.00, according to ZipRecruiter salary data. Most workers in this role earn between $59,200.00 and $125,700.00 per year, depending on experience, location, and employer.

What are some common challenges faced by entry level remote life insurance agents, and how can they be overcome?

Entry level remote life insurance agents often encounter challenges such as building a client base from scratch, managing time effectively without in-person supervision, and staying motivated in a virtual work environment. To overcome these, it's important to utilize available training resources, set daily goals, and actively participate in team meetings or mentorship programs. Leveraging digital marketing tools and maintaining regular communication with peers and supervisors can also help agents stay on track and grow their network.

Is it hard to get hired as an entry level remote life insurance agent?

Getting hired as an entry-level remote life insurance agent typically involves completing required licensing exams and training, which can vary in difficulty depending on the individual's background. Employers often look for strong communication skills and a customer-focused attitude, but the entry-level nature of the role generally means the hiring process is accessible for those willing to learn. Success depends on demonstrating motivation and the ability to meet licensing and certification requirements.

What is the difference between Entry Level Remote Life Insurance Agent vs Remote Life Insurance Sales Representative?

AspectEntry Level Remote Life Insurance AgentRemote Life Insurance Sales Representative
CredentialsTypically requires a license and basic sales trainingSimilar licensing and training requirements
Work EnvironmentRemote, home-based with flexible hoursRemote, home-based with flexible hours
Employer & Industry UsageInsurance companies, agencies, online platformsInsurance companies, agencies, online platforms
Search & Comparison IntentUnderstanding entry-level roles in life insurance salesComparing roles in life insurance sales at entry level

Both roles involve selling life insurance policies remotely, requiring similar licensing and training. The main difference lies in the job title used by employers, but they generally refer to entry-level positions focused on client outreach and policy sales in a remote setting.

What does an entry level remote life insurance agent do?

An Entry Level Remote Life Insurance Agent helps clients understand and purchase life insurance policies while working from a remote location, typically from home. They communicate with clients via phone, email, or video calls to assess their needs, explain policy options, and assist with the application process. Agents also handle customer inquiries, provide quotes, and ensure clients select suitable coverage. Training is usually provided, and agents are often required to obtain and maintain state insurance licenses.

What are the key skills and qualifications needed to thrive as an entry level remote life insurance agent?

To thrive as an Entry Level Remote Life Insurance Agent, you need strong sales skills, a basic understanding of insurance products, and typically a state-issued life insurance license. Familiarity with CRM software, online quoting tools, and virtual communication platforms is essential for managing client interactions and policy applications remotely. Excellent communication, self-motivation, and active listening are crucial soft skills for building client trust and working independently. These abilities are important to effectively generate leads, close sales, and provide personalized service in a remote environment.

Can you be an entry level remote life insurance agent?

Yes, entry-level remote life insurance agent positions are available and often require minimal prior experience. These roles typically involve sales, customer service, and knowledge of insurance products, with training provided by employers. A valid license and good communication skills are usually necessary to succeed in this field.
What are the most commonly searched types of Remote Life Insurance Agent jobs in Chicago, IL? The most popular types of Remote Life Insurance Agent jobs in Chicago, IL are:
What are popular job titles related to Entry Level Remote Life Insurance Agent jobs in Chicago, IL? For Entry Level Remote Life Insurance Agent jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Entry Level Remote Life Insurance Agent jobs in Chicago, IL look for? The top searched job categories for Entry Level Remote Life Insurance Agent jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Entry Level Remote Life Insurance Agent jobs? Cities near Chicago, IL with the most Entry Level Remote Life Insurance Agent job openings:
Entry Level Remote Life Insurance Agent jobs near you
Infographic showing various Entry Level Remote Life Insurance Agent job openings in Chicago, IL as of June 2026, with employment types broken down into 4% As Needed, 83% Full Time, 9% Part Time, and 4% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $91,650 per year, or $44.1 per hour.

Licensed Life Insurance Agent - Remote | 1099 Commission

Anderson Johnson Agency

Chicago, IL • Remote

$60K - $120K/yr

Full-time, Part-time, Contractor

Re-posted 28 days ago

Job description

The Anderson Johnson Agency is an independent insurance agency focused on protecting families through personalized life insurance solutions. Founded and led by Joe Anderson and Jill Johnson, our agency combines a proven sales system, quality leads, and hands-on mentorship to help licensed agents grow with confidence.

We are selectively adding licensed life insurance agents who are professional, coachable, self-motivated, and interested in building long-term success in a supportive, values-based environment.

This is a remote, commission-based opportunity for licensed agents who want access to qualified leads, mentorship, and a proven process without micromanagement.

What You’ll Do
  • Connect with clients who have requested information about life insurance
  • Conduct phone or Zoom appointments
  • Assess client needs and recommend appropriate life insurance solutions
  • Follow up professionally and consistently
  • Use our CRM and virtual sales tools to manage your pipeline
  • Participate in ongoing virtual training and mentorship
What We Provide
  • Qualified leads from people actively looking for life insurance
  • No cold calling or contacting friends and family
  • CRM and virtual sales tools
  • Structured onboarding and ongoing support
  • Mentorship from experienced agency leadership
  • A simple, duplicatable sales process
  • Opportunity to grow within the agency over time
Why Anderson Johnson Agency
  • Mission-driven agency focused on protecting families
  • Mentorship from leaders with 30+ years of experience
  • Recognized for strong agency growth and leadership
  • Top Rookie Agency with over $860,000 in business protected
  • 525% agency growth
  • Supportive culture built around faith, family, ownership, and long-term growth
Qualifications
  • Active life insurance license required
  • U.S.-based applicants only
  • Comfortable with 1099 commission-based compensation
  • Strong communication and follow-up skills
  • Professional, coachable, and self-motivated
  • Comfortable working remotely and conducting virtual appointments
Role Details
  • Position Type: 1099 Independent Contractor
  • Compensation: Commission-based; earnings vary by activity and performance
  • Schedule: Flexible, remote; part-time or full-time
  • Location: Remote, United States

This is not a W-2 position. Earnings are commission-based and dependent on individual effort, consistency, and performance.

  • Job Types: Full-time, Part-time
  • Pay: $60,000–$120,000+ per year
  • Benefits: Work from home
  • Work Location: Remote