ZipRecruiter

Log In

2

Entry Level Insurance Sales Agent Jobs in Chicago, IL

Baird & Warner

Insurance Sales Agent

Schaumburg, IL · On-site

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Adaptive Insurance Agency is seeking a motivated and client-focused Insurance Sales Agent to join our growing team. This role is designed for a professional who thrives on building relationships ...

Baird & Warner

Insurance Sales Agent

Schaumburg, IL · On-site

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Adaptive Insurance Agency is seeking a motivated and client-focused Insurance Sales Agent to join our growing team. This role is designed for a professional who thrives on building relationships ...

Baird & Warner

Insurance Sales Agent

Schaumburg, IL · On-site

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Adaptive Insurance Agency is seeking a motivated and client-focused Insurance Sales Agent to join our growing team. This role is designed for a professional who thrives on building relationships ...

Insure Online

Insurance Sales Agent

Chicago, IL · On-site

$40K - $60K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

The desire to become a top-notch Sales Agent! * Bi-lingual Spanish a plus! Insure Online p rovides a competitive benefits package to all full -time employees. Following are some of the perks Insure ...

Insure Online

Insurance Sales Agent

Bedford Park, IL · On-site

$40K - $60K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

The desire to become a top-notch Sales Agent! * Bi-lingual Spanish a plus! Insure Online p rovides a competitive benefits package to all full -time employees. Following are some of the perks Insure ...

HealthMarkets, Inc.

Insurance Sales Agent

Joliet, IL

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers agents the resources and support they need to grow their businesses and succeed in ...

HealthMarkets, Inc.

Insurance Sales Agent

Aurora, IL

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers agents the resources and support they need to grow their businesses and succeed in ...

HealthMarkets, Inc.

Insurance Sales Agent

Elgin, IL

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers agents the resources and support they need to grow their businesses and succeed in ...

next page

Showing results 1-20

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

Entry Level Insurance Sales Agent information

See Chicago, IL salary details

$28.3K

$74.6K

$143.7K

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

As of Aug 13, 2026, the average yearly pay for entry level insurance sales agent in Chicago, IL is $74,643.00, according to ZipRecruiter salary data. Most workers in this role earn between $48,900.00 and $92,200.00 per year, depending on experience, location, and employer.

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

Entry level insurance sales agents often face challenges such as building a client base from scratch, handling rejection, and learning complex products and regulations. Success in this role requires persistence, strong communication skills, and a willingness to continually improve product knowledge. Many agents find it helpful to leverage mentorship from experienced colleagues, attend regular training sessions, and use customer relationship management tools to track leads and follow up effectively. Over time, developing trust with clients and becoming familiar with sales techniques will help agents overcome initial hurdles and grow their careers.

Is entry level insurance sales hard?

Entry level insurance sales agents often find the job challenging initially due to the need to learn insurance products, develop sales skills, and build client relationships. Success typically depends on communication abilities, product knowledge, and persistence, with training and certifications helping to ease the learning curve.

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

To thrive as an Entry Level Insurance Sales Agent, you need strong interpersonal skills, a basic understanding of insurance products, and often a state insurance license. Familiarity with CRM software, quoting tools, and online policy management systems is typically required. Outstanding communication, resilience, and the ability to build rapport with clients are soft skills that set top performers apart. These skills and qualifications are crucial for effectively generating leads, closing sales, and maintaining positive client relationships in a competitive market.

What does an entry level insurance sales agent do?

An entry level insurance sales agent helps clients understand and purchase insurance policies that meet their needs. They typically contact potential customers, explain policy details, answer questions, and assist with application processes. Agents may sell various types of insurance, such as auto, home, health, or life, depending on their employer. They also help clients update policies and handle renewals, while learning sales techniques and industry regulations on the job.

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

AspectEntry Level Insurance Sales AgentInsurance Producer
Required CredentialsLicensing in specific states, basic sales trainingLicensing required, often more advanced certifications
Work EnvironmentOffice, remote, or in-field salesOffice-based or in-field sales, client meetings
Employer & Industry UsageInsurance agencies, brokerages, direct insurersInsurance agencies, independent agencies, brokerages
Search & Comparison IntentEntry level, beginner, sales rolesSales, licensing, insurance careers

In summary, an Entry Level Insurance Sales Agent typically requires basic licensing and training, focusing on entry-level sales roles within insurance companies or agencies. An Insurance Producer often has more advanced licensing and may handle more complex sales or client portfolios. Both roles are common in the insurance industry, but the Insurance Producer position generally involves greater responsibilities and experience.

Why do so many entry level insurance sales agents quit?

Entry level insurance sales agents often quit due to the high pressure of meeting sales quotas, inconsistent income from commissions, and the need for strong interpersonal skills. The job typically requires persistence, self-motivation, and the ability to handle rejection, which can be challenging for new agents. Additionally, lack of proper training and mentorship can contribute to early turnover.
What are the most commonly searched types of Insurance Sales Agent jobs in Chicago, IL? The most popular types of Insurance Sales Agent jobs in Chicago, IL are:
What are popular job titles related to Entry Level Insurance Sales Agent jobs in Chicago, IL? For Entry Level Insurance Sales Agent jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Entry Level Insurance Sales Agent jobs in Chicago, IL look for? The top searched job categories for Entry Level Insurance Sales Agent jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Entry Level Insurance Sales Agent jobs? Cities near Chicago, IL with the most Entry Level Insurance Sales Agent job openings:
Entry Level Insurance Sales Agent jobs near you
Infographic showing various Entry Level Insurance Sales Agent job openings in Chicago, IL as of August 2026, with employment types broken down into 100% Full Time. Highlights an 67% In-person, and 33% Hybrid job distribution, with an average salary of $74,643 per year, or $35.9 per hour.

Insurance Sales Agent

Farmers Insurance - Alexander Gaydos

Oak Park, IL • On-site

$60K - $75K/yr

Full-time

Medical, PTO

Re-posted 19 days ago

Job description

Do you have a passion for sales?

Would you like to join one of the top-performing sales teams in the nation?

If so read this post!


Alex Gaydos’s Farmers Insurance District Office, located in Oak Brook, Illinois is dominating the insurance industry. We are one of the fastest-growing District in the state, and we're handpicking top-tier sales professionals to join our team.


Read through this description and if you like our vision, then apply today!


A Day in the Life of an Insurance Sales Agent:


  • Start the morning with our Daily Team Huddle
  • Develop insurance quotes for prospective clients
  • Conduct sales presentations following our sales process
  • Ensure all of our clients have a 5-Star experience
  • Collaborate with our team of professionals to achieve high sales targets
Responsibilities

What Makes an Insurance Sales Agent Successful?



  • A sales or customer-facing background is preferred
  • An insurance background is even better
  • Must be intrinsically motivated to succeed
  • Must be tenacious and possess a “Hunter Mentality”
  • Must be solution-oriented
  • Excellent written and verbal communication skills
  • Coachability is essential. There are always opportunities to improve
  • Must be team-oriented. We win when the team wins
  • Strong technological skills are required
Requirements

Benefits for the Insurance Sales Agent:

  • Spanish-speaking preferred
  • Base Salary plus uncapped commission
  • Very competitive commission structure (most competitive in the State of Illinois)
  • Sign-On Bonus Available
  • Business and Leadership Courses available
  • Bonus incentive based on individual/agency performance
  • Paid time off - personal time and holidays
  • Career growth/advancement development
  • Training/coaching provided

Our Culture

Our culture is all about healthy competition and high expectations. We believe in lifting each other up to ensure we all succeed and enjoy our time and perform at a high level.


Our Compensation

We believe in paying exceptionally well for outstanding performance. Our compensation plan is unmatched in the marketplace and truly allows our team members to make an incredible income.


Career Growth Plan

We are constantly searching for new leaders within our company. All of our team members have a duty to better themselves, and everyone has an opportunity to advance within our organization.


We've compiled some of the common questions people ask about joining our team:


1) What kind of training will I receive?

We're big on helping our team members reach their goals, whether personal, professional, or financial. Once you're on board, you'll dive into our top-notch product and sales training, specially crafted for our district.


2) Is prior insurance sales experience required?

Nope. You don’t need any prior knowledge about insurance or sales. We've got you covered with all the training you'll need to thrive


3) Will I need to find or purchase my own leads?

Absolutely not. We've got you covered with all the leads you'll ever need. Our sales team can just focus on their work without having to tap into their personal networks.


4) What is the company culture like?

Our culture is all about healthy competition and high expectations. We believe in lifting each other up to ensure we all succeed and enjoy our time and perform at a high level.


5) What does the career growth path look like?

Everyone in our organization has an opportunity to advance within our organization to take on leadership roles.


6) Is this commission-only?

Not at all. Our compensation plan is the most competitive in the state. You'll start with a base salary, plus receive uncapped commissions and generous bonuses.


If you want to join a high-performing team and you consider yourself to be an A-Player, then apply today!

Benefits
Mon-Fri Schedule###Evenings Off###Career Growth Opportunities###Health Insurance###Paid Time Off (PTO)###