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Remote Life Insurance Agent Jobs in Chicago, IL (NOW HIRING)

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

Be Seen First

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 ...

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Showing results 21-40

All JobsLife Insurance Agent JobsRemote Life Insurance Agent JobsRemote Life Insurance Agent Jobs in Chicago, IL

Remote Life Insurance Agent information

See Chicago, IL salary details

$18.5K

$91.7K

$149.4K

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

As of Aug 8, 2026, the average yearly pay for 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 the key skills and qualifications needed to thrive as a remote life insurance agent?

To thrive as a Remote Life Insurance Agent, you need in-depth knowledge of life insurance products, strong sales abilities, and often a valid state insurance license. Proficiency with CRM software, virtual meeting tools, and digital document management systems is typically required. Excellent communication, self-motivation, and the ability to build rapport remotely are standout soft skills for this position. These abilities are vital for effectively reaching clients, managing leads, and securing policies in a competitive, virtual marketplace.

Are remote life insurance agent jobs legit?

Remote life insurance agent jobs are legitimate positions in the insurance industry that involve selling policies and providing client support remotely. They often require licensing, strong communication skills, and familiarity with sales tools or CRM software. As with any job opportunity, it is important to verify the employer's credibility before applying.

What is a remote life insurance agent?

A Remote Life Insurance Agent sells life insurance policies to clients while working from home or another remote location. They communicate with potential customers via phone, email, or video calls to assess their needs and recommend suitable coverage. Agents may work independently or for an insurance company, often earning commissions based on sales. This role requires strong communication skills, a solid understanding of insurance products, and the necessary licensing in the states where they operate.

What typical challenges do remote life insurance agents face, and how are they addressed?

Remote Life Insurance Agents often encounter challenges such as building trust with clients entirely online and managing a consistent sales pipeline without in-person meetings. To address these, successful agents make use of high-quality digital communication tools, maintain proactive follow-up routines, and participate in regular virtual trainings offered by their companies. Some also leverage mentorship from more experienced remote agents and schedule structured workdays to stay organized. These strategies help agents connect meaningfully with clients and achieve strong sales results despite the remote work environment.

Why do most remote life insurance agents quit?

Many remote life insurance agents quit due to challenges with inconsistent income, high competition, and the need for strong self-motivation and sales skills. The job often requires building a client base independently and managing rejection, which can lead to burnout and turnover.

Can you be a remote life insurance agent?

Yes, a remote life insurance agent can work from home, selling policies and providing customer service through online communication tools. Many companies offer remote positions that require licensing, sales skills, and familiarity with insurance products. These roles often involve flexible schedules and digital documentation management.
What are the most commonly searched types of Life Insurance Agent jobs in Chicago, IL? The most popular types of Life Insurance Agent jobs in Chicago, IL are:
What are popular job titles related to Remote Life Insurance Agent jobs in Chicago, IL? For Remote Life Insurance Agent jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Life Insurance Agent jobs in Chicago, IL look for? The top searched job categories for Remote Life Insurance Agent jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Life Insurance Agent jobs? Cities near Chicago, IL with the most Remote Life Insurance Agent job openings:
Remote Life Insurance Agent jobs near you
Infographic showing various Remote Life Insurance Agent job openings in Chicago, IL as of August 2026, with employment types broken down into 62% Full Time, 21% Part Time, 4% Temporary, and 13% Contract. Highlights an 100% 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