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

Be Seen First

AO Globe Life is bringing on Entry Level Insurance Sales Representatives for a remote position where you'll work directly with people who have already requested information. No insurance career ...

Be Seen First

AO Globe Life is bringing on Entry Level Insurance Sales Representatives for a remote position where you'll work directly with people who have already requested information. No insurance career ...

Be Seen First

AO Globe Life is bringing on Entry Level Insurance Sales Representatives for a remote position where you'll work directly with people who have already requested information. No insurance career ...

Be Seen First

AO Globe Life is bringing on Entry Level Insurance Sales Representatives for a remote position where you'll work directly with people who have already requested information. No insurance career ...

Be Seen First

AO Globe Life is bringing on Entry Level Insurance Sales Representatives for a remote position where you'll work directly with people who have already requested information. No insurance career ...

Be Seen First

AO Globe Life is bringing on Entry Level Insurance Sales Representatives for a remote position where you'll work directly with people who have already requested information. No insurance career ...

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 ...

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 ...

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 ...

Remote Insurance Agent

Joliet, IL · Remote

$60K - $120K/yr

We are selectively adding licensed life insurance agents who are professional, coachable, self ... This is a remote, commission-based opportunity for licensed agents who want access to qualified ...

... life insurance industry.Why This Role Stands Out 🌟 Work-Life Harmony : Enjoy the freedom of a ... Your Role and Responsibilities As a Remote Sales Manager, you'll start as an agent and grow into ...

... life insurance industry.Why This Role Stands Out 🌟 Work-Life Harmony : Enjoy the freedom of a ... Your Role and Responsibilities As a Remote Sales Manager, you'll start as an agent and grow into ...

Showing results 41-60

Remote Life Insurance information

See Chicago, IL salary details

$31.4K

$90.8K

$135.5K

How much do remote life insurance jobs pay per year?

As of Aug 22, 2026, the average yearly pay for remote life insurance in Chicago, IL is $90,771.00, according to ZipRecruiter salary data. Most workers in this role earn between $74,700.00 and $103,000.00 per year, depending on experience, location, and employer.

What is a remote life insurance?

A Remote Life Insurance job involves selling and managing life insurance policies from a remote location, usually from home. Agents typically work for insurance companies or as independent brokers, helping clients understand different policy options and guiding them through the application process. This role often includes making calls, setting up virtual meetings, and handling paperwork online. Strong communication skills, knowledge of insurance products, and a valid license (depending on state requirements) are essential.

What does a remote life insurance do?

A typical day for a remote life insurance professional involves reaching out to potential clients, conducting phone or video consultations, assessing client needs, and recommending suitable insurance policies. You’ll frequently use digital platforms to manage leads, complete applications, and handle electronic documentation. Collaboration with underwriters and team members often occurs virtually, while ongoing training or meetings keep you updated on industry changes. This structure allows for flexibility, but it also requires self-discipline and proactive communication to meet goals and serve clients effectively.

What are the key skills and qualifications needed to thrive in remote life insurance?

To succeed in a Remote Life Insurance role, you need a solid understanding of insurance products, sales principles, and applicable state licensing, often evidenced by a valid life insurance license. Familiarity with CRM platforms, e-signature software, and secure client communication tools is essential. Strong interpersonal skills, self-motivation, and the ability to explain complex products clearly help professionals excel in a virtual environment. These capabilities enable agents to build trust, maintain client relationships, and achieve sales targets without in-person interaction.

Is selling remote life insurance a good job?

Remote life insurance sales involve selling policies to clients from a home or remote location, often requiring strong communication skills and knowledge of insurance products. The job can offer flexible hours and commission-based income, but success depends on sales ability and market demand.

What are the most commonly searched types of Life Insurance jobs in Chicago, IL?

The most popular types of Life Insurance jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Remote Life Insurance jobs?

Cities near Chicago, IL with the most Remote Life Insurance job openings:

Infographic showing various Remote Life Insurance job openings in Chicago, IL as of August 2026, with employment types broken down into 57% Full Time, 26% Part Time, and 17% Contract. Highlights an 100% Remote job distribution, with an average salary of $90,771 per year, or $43.6 per hour.

Entry Level Insurance Sales Representative (100% Remote)

Globe Life Insurance

Aurora, IL • Remote

$60K - $80K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

This job post has expired 1 day ago. Applications are no longer accepted.


Globe Life Insurance rating

8.0

Company rating: 8.0 out of 10

Based on 22 frontline employees who took The Breakroom Quiz

166th of 311 rated insurance


Job description

Entry Level Insurance Sales Representative (100% Remote)

100% Remote | United States & Canada | Full-Time | Weekly Pay | Training Provided | No Cold Calling


Your Next Opportunity Could Start With One Conversation


What if your next job helped you become better at something people use every day, communicating, building trust, and understanding what others need?


AO Globe Life is bringing on Entry Level Insurance Sales Representatives for a remote position where you'll work directly with people who have already requested information.


No insurance career behind you? That's okay.


What matters is how you communicate, how seriously you take your responsibilities, and whether you're willing to learn.


Here's What You'll Be Doing

Forget spending your day dialing random numbers.

You'll be working with people who have already shown interest, giving you a starting point for meaningful conversations.

On a typical day, you may:

  • Connect with prospective clients through scheduled phone or video appointments
  • Find out what they're looking for by asking the right questions
  • Walk clients through available insurance and benefit options
  • Break down information without overwhelming the person you're speaking with
  • Answer questions and help clients understand their next steps
  • Keep appointments, follow-ups, and client information organized
  • Complete required paperwork and updates through online systems
  • Take part in coaching sessions and team discussions
  • Put what you learn into practice during your client conversations

What Comes With the Position

You won't be expected to walk in knowing everything.

The role includes:

Remote Work - Work from your own home without a daily commute.

Warm, Qualified Leads - Connect with people who have already requested information rather than relying on traditional cold calling.

Training & Coaching - Learn the products, systems, and client process as you get started.

Flexible Scheduling - Manage your work around an agreed schedule while working remotely.

Weekly Compensation - Commission-based compensation is paid weekly.

Performance-Based Opportunity - Your results can influence your earning potential.

Room to Advance - As you gain experience, there are opportunities to take on greater responsibilities and continue developing professionally.

This Might Be Your Kind of Work If...

You don't need to be the loudest person in the room.

You may enjoy this role if you're someone who:

  • Can make people feel comfortable during a conversation
  • Knows how to listen instead of simply waiting to speak
  • Can explain something clearly when it seems complicated
  • Doesn't need someone watching over you to stay productive
  • Is comfortable using a computer and online communication tools
  • Can keep track of appointments and follow-ups
  • Wants feedback instead of avoiding it
  • Is motivated by improving their own results

Experience in sales, customer service, retail, hospitality, recruiting, call centers, education, or administration can transfer well into this position.

Insurance experience is not required.

Why People Choose Remote Sales

You get to develop skills that don't stay inside one job title.


Every client conversation gives you another opportunity to become more confident, sharpen your communication, learn how to handle objections, and understand how professional sales actually works.

And because the position is remote, your workday starts where you are, not in traffic.


Ready to See If It's a Match?

Apply for the Entry Level Insurance Sales Representative position today.


If selected to continue, you'll receive details about the next stage of the hiring process. Keep an eye on your email, voicemail, and spam or junk folder after submitting your application.


Applicants must have a residential address in the United States or Canada.


What Globe Life Insurance employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom


Globe Life logo

About Globe Life

Sourced by ZipRecruiter

Our Actions Today have a lasting impact on Tomorrow. Therefore, We aim to inspire everyone in our network to help Make Tomorrow Better. At Globe Life, We empower our Customers by offering products that help secure their Financial Future and Protect them from the unexpected. We give our Employees the chance to give back, Support Initiatives with a Service First Mindset, and Promote from within.

Industry

Insurance services and insurance agencies and brokerages

Company size

1,001 - 5,000 Employees

Headquarters location

McKinney, TX, US