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Entry Level Life Insurance Sales Jobs in Chicago, IL

AMG Financial Services

Be Seen First

Life Insurance Sales Agent

Chicago, IL · Remote

$45K - $100K/yr

We're hiring driven, competitive, coachable people who want to build a real career in the life insurance industry with a proven system, training, and real leads. If you're the type who takes ...

New

PSI Groups

Life Insurance Specialist

Chicago, IL · On-site

Sales professionals: this may be one of the most overlooked opportunities in financial services. The life insurance industry is changing fast. Millions of families are still uninsured or underinsured.

New

Kimbrell Agency

Life Insurance Agent

Chicago, IL · Remote

$50K - $100K/yr

This role is perfect for self-disciplined sales professionals who are ready to put in the work. If ... This role does require a Life and Health Insurance License, but don't worry--we'll help you obtain ...

Kimbrell Agency

Life Insurance Agent

Chicago, IL · On-site

$50K - $100K/yr

This role is perfect for self-disciplined sales professionals who are ready to put in the work. If ... This role does require a Life and Health Insurance License, but don't worry-we'll help you obtain ...

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 ...

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 ...

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All JobsLife Insurance Sales JobsEntry Level Life Insurance Sales JobsEntry Level Life Insurance Sales Jobs in Chicago, IL

Entry Level Life Insurance Sales information

See Chicago, IL salary details

$29.9K

$65.4K

$103K

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

As of Sep 3, 2026, the average yearly pay for entry level life insurance sales in Chicago, IL is $65,357.00, according to ZipRecruiter salary data. Most workers in this role earn between $48,400.00 and $77,800.00 per year, depending on experience, location, and employer.

What does an entry level life insurance sales representative do?

Entry level life insurance sales representatives help clients understand and purchase life insurance policies that fit their needs and budgets. They explain different policy options, answer questions, and guide clients through the application process. Representatives also generate leads, contact potential customers, and follow up with existing clients to ensure satisfaction. The role often involves meeting sales targets and developing relationships to build a client base.

What are some common challenges faced by entry level life insurance sales representatives, and how can they overcome them?

Entry-level life insurance sales representatives often encounter challenges such as building a client base from scratch and handling rejection. Success in this role requires persistence, strong communication skills, and the ability to develop trust with potential clients. Many agencies provide robust training, mentorship, and lead generation resources to help new agents gain confidence and improve their sales techniques. Embracing continuous learning and actively seeking feedback from experienced colleagues can accelerate growth and lead to long-term success in the field.

What are the key skills and qualifications needed to thrive as an entry level life insurance sales agent, and why are they important?

To thrive as an Entry Level Life Insurance Sales agent, you need a basic understanding of insurance products, strong sales aptitude, and often a state-issued insurance license. Familiarity with customer relationship management (CRM) systems and quoting software is typically required, and some employers may prefer candidates who have completed pre-licensing courses. Excellent interpersonal skills, active listening, and resilience help agents build trust and effectively address client needs. These skills and qualities are crucial for meeting sales targets, ensuring regulatory compliance, and building lasting client relationships.

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

AspectEntry Level Life Insurance SalesLife Insurance Agent
CredentialsMinimal; often requires licensingRequires licensing and certifications
Work EnvironmentTypically in sales offices or remotelyIn-person client meetings, offices, or remote
Employer & IndustryInsurance companies, agenciesInsurance agencies, brokerages
Search & Comparison IntentEntry-level sales roles, beginner insurance jobsLicensed insurance sales, career in insurance sales

Entry Level Life Insurance Sales positions are often the starting point for those new to the industry, focusing on basic sales skills and licensing. Life Insurance Agents are licensed professionals who actively sell policies, often with more experience and client interaction. While both roles involve insurance sales, the agent role typically requires licensing and offers more responsibility and client management.

How to get started in entry level life insurance sales?

To start in entry level life insurance sales, obtain a license by completing pre-licensing education and passing the licensing exam required in your region. Develop strong communication and sales skills, and seek entry-level positions or internships with insurance companies or agencies to gain experience and understand product offerings.

Is it hard to get into entry level life insurance sales?

Entry level life insurance sales positions typically have moderate entry barriers, often requiring a valid license and basic sales skills. Success depends on training, communication abilities, and understanding of insurance products, but many companies offer training programs for new agents.

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

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

What cities near Chicago, IL are hiring for Entry Level Life Insurance Sales jobs?

Cities near Chicago, IL with the most Entry Level Life Insurance Sales job openings:

Entry Level Life Insurance Sales jobs near you
Infographic showing various Entry Level Life Insurance Sales job openings in Chicago, IL as of August 2026, with employment types broken down into 33% Full Time, and 67% Part Time. Highlights an 100% Remote job distribution, with an average salary of $65,357 per year, or $31.4 per hour.

Life Insurance Sales

Susana Rivas Farmers Insurance

Waukegan, IL • On-site

$100 - $500/day

Full-time

Life, PTO

Posted 15 days ago

Job description

Adrian Rivas Insurance Agency is looking for a Spanish-speaking Life Insurance Advisor interested in earning additional income on a part-time basis while helping families protect their financial future.


This is a great opportunity for someone who already has a job, career, business, or other commitments and is looking for a flexible way to supplement their income and build experience in the insurance and financial services industry.


No previous insurance experience is required. We provide training and leads.


You will work with prospective clients to understand their needs and present life insurance solutions, including:


Term Life Insurance

Whole Life Insurance

Indexed Universal Life (IUL)


The position begins as hybrid, with some in-office training and development. Once you are trained, comfortable with our systems, and able to work independently, the position can transition to fully remote.


We are looking for people who enjoy talking with others, are comfortable with sales, and want an opportunity where their income can grow based on their production.


Benefits

Daily Base Salary + Commission

Work from Home

Paid Time Off (PTO)

Flexible Schedule

Life Insurance

Hands on Training


Responsibilities

Contact and follow up with agency-provided leads

Speak with Spanish-speaking individuals and families about their life insurance needs

Conduct basic needs assessments to identify appropriate coverage

Prepare and present Term Life, Whole Life, and IUL options

Explain life insurance concepts in a simple and understandable way

Follow up with prospective clients and help them through the application process

Maintain accurate client and prospect information

Complete required training and participate in coaching during the initial training period

Develop knowledge of life insurance products, underwriting, sales presentations, and client service

Maintain required insurance licensing and follow all company and regulatory guidelines

Build long-term relationships within the communities we serve


Leads are provided your primary focus is helping clients, presenting solutions, following up, and closing business.


Requirements

Spanish required

English preferred

Part-time availability

Strong communication and people skills

Comfortable speaking with prospective clients by phone, video, and in person when necessary

Self-motivated and comfortable working independently

Sales or customer service experience is helpful, but not required

Previous insurance experience is not required

Must be willing to obtain the appropriate Life Insurance Producer License

We pay for the pre-licensing course/training

Candidate is responsible for paying the state exam and initial licensing fees upfront

Agency will reimburse eligible exam and licensing costs after 6 months of employment

Must be willing to attend in-office training several days per week during the initial training period

Ability to transition to and successfully work in a remote environment once fully trained


Training Provided Leads Provided Flexible Part-Time Opportunity Hybrid to Remote


This position is ideal for someone who wants to earn additional income while learning a professional skill and helping families prepare financially for the unexpected.