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Entry Level Insurance Agent Jobs in Chicago, IL (NOW HIRING)

Integrityfex

Entry Level Sales Agent

Schaumburg, IL · Remote

No prior insurance experience is required. We provide training, guidance through the licensing ... What You'll Do As an Entry-Level Insurance Sales Representative, you will: * Meet with prospective ...

New

Integrityfex

Entry Level Sales Agent

Chicago, IL · Remote

No prior insurance experience is required. We provide training, guidance through the licensing ... What You'll Do As an Entry-Level Insurance Sales Representative, you will: * Meet with prospective ...

Integrityfex

Entry Level Sales Agent

Brookfield, IL · Remote

No prior insurance experience is required. We provide training, guidance through the licensing ... What You'll Do As an Entry-Level Insurance Sales Representative, you will: * Meet with prospective ...

Integrityfex

Entry Level Sales Agent

Portage, IN · Remote

No prior insurance experience is required. We provide training, guidance through the licensing ... What You'll Do As an Entry-Level Insurance Sales Representative, you will: * Meet with prospective ...

Latham & Watkins

Workplace Experience Agent

Chicago, IL · On-site

$60K - $65K/yr

... insurance * A generous 401k plan * At least 11 paid holidays per year, and a PTO program that ... S. employment laws. #EntryLevel #LI-CC2 Pay Range USD $60,000.00 - USD $65,000.00 /Yr.

DEO TEK, Inc

Ocean Imports Agent

Elmhurst, IL · On-site

$50K - $55K/yr

... or Entry level candidates with a degree related to Supply Chain or International Business ... Dental insurance * Health insurance * Paid time off * Vision insurance Ability to commute/relocate:

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All JobsInsurance Agent JobsEntry Level Insurance Agent JobsEntry Level Insurance Agent Jobs in Chicago, IL

Entry Level Insurance Agent information

See Chicago, IL salary details

$25.8K

$67K

$125.3K

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

As of Aug 21, 2026, the average yearly pay for entry level insurance agent in Chicago, IL is $67,035.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,900.00 and $79,400.00 per year, depending on experience, location, and employer.

What is an entry level insurance agent?

An Entry Level Insurance Agent is responsible for selling insurance policies to clients while building relationships and providing financial protection solutions. They typically receive training and support from their agency to understand different types of insurance, such as auto, home, life, and health. Their daily tasks include prospecting for new clients, assessing customer needs, and explaining policy options. This role often involves a combination of sales, customer service, and administrative duties. Many entry-level agents work on commission, with opportunities for advancement as they gain experience.

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

To thrive as an Entry Level Insurance Agent, you need strong interpersonal skills, basic sales acumen, and a high school diploma or equivalent; some employers may also require state insurance licensure. Familiarity with customer relationship management (CRM) software, quoting tools, and online policy management systems is often expected. Persuasion, resilience, active listening, and relationship-building are standout soft skills for this role. These skills are crucial for effectively identifying client needs, building trust, and meeting sales targets in a competitive industry.

What are some common challenges faced by entry level insurance agents, and how can I overcome them?

Entry level insurance agents often face challenges such as learning complex insurance products, handling client objections, and meeting sales goals. It's common to encounter rejection or uncertainty as you build your client base, but ongoing training and mentorship from experienced colleagues can be valuable resources. Many organizations provide structured onboarding and regular coaching to help you quickly gain confidence and product knowledge. Staying organized, being persistent, and actively seeking feedback can help you overcome initial hurdles and steadily improve your performance.

How to be an entry level insurance agent with no experience?

To become an entry level insurance agent with no experience, you should complete any required pre-licensing education and pass the licensing exam. Gaining knowledge of insurance products, developing strong communication skills, and obtaining a license are essential steps to start in this role.

Is it easy to get hired as an entry level insurance agent?

Getting hired as an entry level insurance agent is generally accessible, as many companies seek new agents and provide training programs. Candidates typically need a high school diploma, a license which can be obtained through state exams, and good communication skills. Job availability can vary by location and market demand, but entry-level roles are often available for those willing to complete licensing requirements and sales training.

Why do most entry level insurance agents quit?

Many entry-level insurance agents quit due to low initial commissions, high rejection rates, and the need to build a client base from scratch. The job often requires strong sales skills, persistence, and patience, which can be challenging for new agents early in their careers.

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

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

What are popular job titles related to Entry Level Insurance Agent jobs in Chicago, IL?

For Entry Level Insurance Agent jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Entry Level Insurance Agent jobs in Chicago, IL look for?

The top searched job categories for Entry Level Insurance Agent jobs in Chicago, IL are:

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

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

Entry Level Insurance Agent jobs near you
Infographic showing various Entry Level Insurance Agent job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 89% Physical, 2% Hybrid, and 9% Remote job distribution, with an average salary of $67,035 per year, or $32.2 per hour.

Bilingual Insurance Agent

Whitaker & Associates / Aflac

South Holland, IL • On-site

Contractor

Re-posted 15 days ago

Job description

Company Description

Aflac, a Fortune 200 company, is an industry leader in voluntary insurance products that pay cash directly to policyholders and one of America's best known brands. Aflac has been recognized by Fortune magazine as one of the 100 Best Companies to Work For in America for the sixteenth consecutive year in January 2014 and as one of America's Most Admired Companies for the thirteenth year in March 2014. Our business is about being there for people in need. 


Job Description

Exciting opportunity for the right individual. Are you looking for unlimited earning potential and flexible hours? Would you like to help people keep a roof over their heads and food on their table while they are going through an illness or an injury? We are looking for a motivated, self starter to manage existing accounts, open new accounts and join our team! Must be pleasant, sociable and fun to work with.


Whether you're a seasoned professional looking for unlimited income potential with the benefits of work/life balance or an entry level professional starting your career, we welcome you to apply. 

Qualifications

Must be ambitious and self-motivated.  Must be a success-driven self-starter. Must be articulate and able to communicate well with others that enjoys working with people. Fluent Spanish and English preferred.  Producers Health and Life Insurance Licenses (course information can be provided).

Additional Information

All your information will be kept confidential according to EEO guidelines.

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