2

Entry Level Inbound Insurance Sales Jobs in Chicago, IL

Be Seen First

... sales professionals. ** 1099: 100% commission based ** Please do not apply if you are looking for hourly/salary positions only. Who are we? AMG (The Alliance) is a premier insurance marketing ...

Adaptive Insurance Agency is seeking a motivated and client-focused Insurance Sales Agent to join ... Ability to work independently, prioritize tasks, and manage a high volume of inbound activity

Adaptive Insurance Agency is seeking a motivated and client-focused Insurance Sales Agent to join ... Ability to work independently, prioritize tasks, and manage a high volume of inbound activity

Adaptive Insurance Agency is seeking a motivated and client-focused Insurance Sales Agent to join ... Ability to work independently, prioritize tasks, and manage a high volume of inbound activity

next page

Showing results 1-20

Entry Level Inbound Insurance Sales information

See Chicago, IL salary details

$9

$21

$37

How much do entry level inbound insurance sales jobs pay per hour?

As of Jun 24, 2026, the average hourly pay for entry level inbound insurance sales in Chicago, IL is $21.04, according to ZipRecruiter salary data. Most workers in this role earn between $15.87 and $24.76 per hour, depending on experience, location, and employer.

What are some common challenges faced by entry-level inbound insurance sales representatives, and how can they be overcome?

Entry-level inbound insurance sales representatives often encounter challenges such as handling a high volume of customer inquiries, adapting quickly to new products and policies, and overcoming initial rejections from potential clients. Success in this role requires patience, active listening, and the ability to build rapport over the phone. Many companies provide comprehensive training programs and mentorship to help new hires develop product knowledge and effective sales techniques. Consistent practice, seeking feedback from experienced team members, and staying up-to-date with industry trends can greatly improve confidence and performance in this position.

What are the key skills and qualifications needed to thrive as an Entry Level Inbound Insurance Sales representative, and why are they important?

To thrive as an Entry Level Inbound Insurance Sales representative, you need strong communication, active listening, and persuasive sales abilities, typically supported by a high school diploma or equivalent. Familiarity with CRM software, call center systems, and obtaining relevant state insurance licenses are often required. Standout candidates excel in building rapport, handling objections calmly, and demonstrating resilience under pressure. These skills are vital for effectively converting leads, meeting sales targets, and providing excellent customer service in a competitive insurance environment.

What are entry level inbound insurance sales jobs?

Entry level inbound insurance sales jobs involve assisting customers who contact an insurance company, typically by phone or online, to inquire about or purchase insurance products. Representatives in these roles answer questions, explain policy details, and help customers choose the best insurance options for their needs. Since the position is 'inbound,' you respond to incoming requests rather than making cold calls. This job is ideal for those new to insurance sales, as it often includes training and provides an opportunity to learn about different insurance products and sales techniques.
What are the most commonly searched types of Inbound Insurance Sales jobs in Chicago, IL? The most popular types of Inbound Insurance Sales jobs in Chicago, IL are:
(Remote) Licensed Life Insurance Sales Representative

(Remote) Licensed Life Insurance Sales Representative

Fidelity Life

IL โ€ข Remote

$15/hr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 25 days ago


Job description

Licensed Life Insurance Sales Representative
Sales | Full-time | Remote within Arizona, Illinois, or Texas

Are you a licensed life insurance professional looking for consistent inbound lead flow, uncapped earning potential, and the ability to sell without cold calling or self-generated prospecting?

eFinancial is seeking motivated, performance-driven licensed agents who thrive in a high-volume phone sales environment and want the opportunity to ramp quickly in a proven direct-to-consumer sales model. This role is ideal for agents with prior telesales, final expense, inbound insurance, or call-center sales experience who are ready to focus on closing business instead of chasing leads.

ย Who we are:

Since 1896, Fidelity Life has been redefining the life insurance industry by applying new technologies and processes to make it easier, faster, and more affordable for todayโ€™s families to get the coverage they need. Our long track record of innovation, revolution, and leadership includes: One of the first groups to sell life insurance policies to both women and men The first company to deploy technology to bring agent/client/underwriter together at point-of-sale (POS) Pioneered the use of predictive analytics to streamline the new business process and revolutionize the speed with which policies can be issued eFinancial, an online and call-center-based insurance agency with a proven direct-to-consumer life insurance model, was acquired by Fidelity Life in 2009.

By blending life insurance, sales, and technology, we have become a fast-growing organization offering exciting remote opportunities!ย Our growing organization wants people that can be a culture fit and a culture add. We value the diversity of thought and the inclusion of everyone that plays a part in our success. If you value putting people first, operating with excellence, being a passionate team player, and making a difference, consider joining our innovative, revolutionary, and leading team.

In this role, you will connect with individuals using our advanced auto-dialing system. Your primary goal will be to provide individuals and families across the nation with peace of mind through the sale of eFinancialโ€™s innovative life insurance products, delivering a seamless purchasing experience. Our team members are known for their result-driven approach, empathy, and commitment to ethical business practices.

What Youโ€™ll Do:

In this role, you will work directly with inbound warm leads through our advanced dialing technology to help individuals and families secure life insurance coverage that fits their needs. Youโ€™ll guide customers through the sales process, overcome objections, build trust quickly, and deliver an efficient purchasing experience while operating in a fast-paced, metrics-driven environment.ย 

Why Licensed Agents Choose eFinancial:ย 

  • 100% inbound warm leads โ€” no cold calling or self-generated prospecting
  • Remote work environment with company-provided support
  • High-volume sales environment with consistent opportunity flow
  • Faster ramp opportunities for licensed agents
  • Uncapped commission structure with strong earning potential
  • Proven direct-to-consumer sales model
  • Paid training and onboarding support
  • W2 benefits including PTO, medical, dental, vision, and 401(k)
  • Career growth opportunities into advanced sales roles

ย What Sets Us Apart:

  • Inbound Lead Flow: Focus on selling, not finding customers
  • Remote Flexibility: Work from home while being part of a collaborative sales organization
  • Performance-Based Earnings: Compensation includes hourly base pay plus uncapped commission opportunities
  • Growth Opportunity: Licensed agents who perform successfully may become eligible for promotion opportunities
  • High-Earning Potential: In 2025, our average starting account executive earned over $107,000
  • Comprehensive Benefits: Medical, dental, vision, PTO, paid holidays, 401(k), and more
  • Meaningful Work: Help families across the country secure financial protection and peace of mind

What Weโ€™re Looking For:

  • Active Life Insurance License preferred
  • Prior insurance telesales, final expense, inbound insurance sales, or call-center sales experience strongly preferred
  • Strong phone presence and objection-handling skills
  • Ability to thrive in a fast-paced, high-volume sales environment
  • Comfortable working in a metrics-driven and performance-focused role
  • Strong communication and rapport-building abilities
  • Coachable mindset with willingness to adapt and improve
  • Comfortable navigating multiple systems and technology platforms simultaneously
  • Dependable, self-motivated, and results-oriented

Compensation:ย 

Compensation includes hourly base pay of $15 an hour plus bonus and uncapped commission opportunities. Licensed agents with prior high-volume insurance sales experience often ramp more quickly and maximize earning potential earlier in the role.ย 

Benefits: We believe in taking care of our employees and their families. We offer a comprehensive benefits package designed to support your health, well-being, and financial future. Hereโ€™s a look at what we provide:ย ย 

  • Medical Insurance:ย Choose from a variety of plans to fit your healthcare needs.
  • Dental Insurance:ย Coverage for preventive, basic, and major dental services.
  • Employer-Paid Vision: Comprehensive eye care coverage at no cost to you.
  • Employer-Paid Basic Life and AD&D Insurance:ย Peace of mind and additional protection.
  • Employer-Paid Short-Term and Long-Term Disability Insurance:ย Financial support in case of illness or injury.
  • 401(k) Plan:ย Save for your future with a company match to help you grow your retirement savings.
  • PTO and Sick Time accrue each pay period:ย Take time off when you need it

ย Equal Opportunity:

ย Efinancial LLC and Fidelity Life Association are equal-opportunity employers. We value diversity and make employment decisions based on qualifications, without regard to race, color, religion, sex, sexual orientation, national origin, citizenship, gender identity, marital status, age, disability, or any other legally protected status.

ย If you're driven by excellence, teamwork, and a commitment to making a difference, consider joining our innovative and leading team. Your potential at our company is limited only by your capabilities and aspirations.

ย Apply Now to Begin Your Journey!

ย EEOC/OTHER

Efinancial LLC, Fidelity Life Association, its parents subsidiaries and affiliates (collectively โ€œThe Companyโ€) are equal employment opportunity employers. We adhere to a policy of making employment decisions without regard to race, color, religion, sex, sexual orientation, national origin, citizenship, gender identity, marital status, age, disability or any status protected by law. We assure you that your opportunity for employment with this Company depends solely on your qualifications.

Disclaimer: This position requires obtaining a life insurance license in addition to our standard background check. The licensing process can involve a more in-depth background review. If you have prior criminal record this may impact licensure.

Remote work is not available in the following States:ย  Alabama, Alaska, Arkansas, California, Colorado, Connecticut, Hawaii, Idaho, Kentucky, Maine,ย  Massachusetts, Minnesota, Montana, Nebraska, Nevada, New Jersey, New Mexico, New York, North Dakota, Oklahoma, Oregon, Rhode Island, South Dakota, Utah, Vermont, Virginia, West Virginia, Washington, Washington DC, Wyoming

#LI-CTW1 #remotework #insurance #sales #workfromhome #WFH #IND-Corporate #IND #LI-Remote #FidelityLifeAssociation #Remote #Hiring #eFinancial