ZipRecruiter

Log In

1

Insurance Agent Training Program Jobs in Chicago, IL

next page

Showing results 1-20

All JobsInsurance Agent Training Program JobsInsurance Agent Training Program Jobs in Chicago, IL

Insurance Agent Training Program information

See Chicago, IL salary details

$25.8K

$67K

$125.2K

How much do insurance agent training program jobs pay per year?

As of Jun 15, 2026, the average yearly pay for insurance agent training program in Chicago, IL is $66,982.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,800.00 and $79,300.00 per year, depending on experience, location, and employer.

What is an Insurance Agent Training Program job?

An Insurance Agent Training Program job is a structured program designed to equip aspiring insurance agents with the knowledge, skills, and licensing required to sell insurance policies. Trainees receive guidance on industry regulations, sales techniques, and product offerings while working under experienced mentors. These programs often combine classroom instruction, hands-on experience, and licensing exam preparation. Many employers offer these programs to develop new agents and help them build a successful career in insurance sales.

What can I expect from the daily responsibilities during the Insurance Agent Training Program?

During the Insurance Agent Training Program, you can expect a mix of classroom-style instruction, hands-on learning, and shadowing experienced agents to better understand the sales process and client interactions. You'll engage in role-playing exercises, learn about different insurance products, and practice handling customer inquiries or policy applications. It's common to participate in team meetings, review case studies, and receive regular feedback from mentors or trainers. This structured approach not only builds product knowledge and sales techniques but also helps you develop the confidence needed for real-world success as a licensed Insurance Agent.

What are the key skills and qualifications needed to thrive in the Insurance Agent Training Program position, and why are they important?

To thrive in an Insurance Agent Training Program, candidates should have strong interpersonal skills, a basic understanding of sales principles, and preferably a high school diploma or equivalent educational background. Familiarity with CRM software, office productivity tools, and the pursuit of licensing exams such as state insurance licenses are important. Exceptional communication, adaptability, and goal-oriented motivation help individuals stand out in this role. These skills are crucial for building client trust, successfully navigating training, and meeting the demands of a dynamic, client-focused industry.

What are the most commonly searched types of Insurance Agent Training Program jobs in Chicago, IL? The most popular types of Insurance Agent Training Program jobs in Chicago, IL are:
What are popular job titles related to Insurance Agent Training Program jobs in Chicago, IL? For Insurance Agent Training Program jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Insurance Agent Training Program jobs in Chicago, IL look for? The top searched job categories for Insurance Agent Training Program jobs in Chicago, IL are:
Insurance Agent Training Program jobs near you
Infographic showing various Insurance Agent Training Program job openings in Chicago, IL as of June 2026, with employment types broken down into 71% Full Time, and 29% Part Time. Highlights an 100% In-person job distribution, with an average salary of $66,982 per year, or $32.2 per hour.

Insurance Sales Agent - Customer Service

Freeway Insurance

Blue Island, IL • On-site

$15 - $17/hr

Full-time

Medical, Dental, Vision, Life, Retirement

Posted 26 days ago

Freeway Insurance rating

8.0

Company rating: 8.0 out of 10

Based on 10 frontline employees who took The Breakroom Quiz

147th of 261 rated insurance

Job description

Sign-On Bonus Opportunity of up to $1,000*

Pay Range:

$15 - $17 / hour

Our Perks:

  • Unlimited/Uncapped commission
  • Lucrative incentive sales plans, bonuses and sales contests
  • No Cold Calling- We have a high volume of inbound sales leads and walk in traffic
  • Comprehensive paid training and licensing with continuous on-going training and mentorship
  • Recognition culture
  • Comprehensive Benefits package including medical, dental, vision and life insurance
  • Retirement Plan: A 401K plan with a percentage of company-matched contributions
  • Fitness: We reimburse up to $15 a month to an employee for their gym
  • Employee Assistance Program: Confidential assistance to you or anyone in your household who is experiencing personal or professional problems — at no cost
  • Extra Perks: Access to disability, hospital indemnity, health advocate program, universal life, critical illness, and accident insurance plans. We even offer pet insurance

Our Company:

Confie and its family of companies - Freeway, Baja, Bluefire & others - is one of the largest privately held insurance brokers in the United States and has been ranked the #1 Personal Lines Leader by the Insurance Journal for the seventh straight year!. With over 800 retail store locations to choose from nationwide, we encourage you to take your career and income potential to new heights! We are proactively looking for bright, talented, and motivated individuals who are goal oriented and excited for career advancement. Come Grow With Us!

What You Will Do:

As an Insurance Agent you will be responsible primarily for the sale of nonstandard auto insurance to new and existing customers.

  • Solicit new business and maintain current business levels in order to achieve or exceed sales production goals.
  • Expand business by proactively building relationships with existing customers to meet the agreed upon production goals.
  • Accurate accounting of all currency transactions as well as timely delivery of deposits to the bank with scanned documentation in agency management system.
  • Connects very quickly; builds and leverages client relationships. Ability to educate and advise the customer on which products best fit their needs

The Perfect Match:

  • Personal Lines or Property and Casualty license preferred (but not required)
  • Bilingual in English and Spanish preferred
  • Sales or customer service experience
  • High School Diploma or GED
  • Ability to build relationships with sales customers
  • Excellent follow-up and multi-tasking skills
  • Ambitious professional motivated by opportunity for advancement
  • Excellent written and verbal communication skills

Insurance Sales
Insurance Agent
Hiring Immediately
Freeway Auto Insurance

As permitted by applicable law and from time-to-time, Confie may use a computer system that has elements of artificial intelligence to help make decisions about your employment, including recruitment, hiring, renewal of employment, or the terms and conditions of your employment. Employees with questions about Confie’s use of these computer systems should contact Human Resources at employeerelations@confie.com

What Freeway Insurance employees say

Pay

Hours and flexibility

Workplace

Get the full story on Breakroom

Apply