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insurance sales agent Chicago, IL

63 insurance sales agent jobs found in Chicago, IL

Kemper
11/14/2025  
Licensed Insurance Sales Agent - Chicago South
Location(s) Chicago, Illinois Details Kemper is one of the nation’s leading specialized insurers. Our success is a direct reflection of the talented and diverse people who make a positive difference in the lives of our customers every day. We believe that a high-performing culture, combined with valuable opportunities for personal development and professional challenge, and a healthy work-life balance, can be highly motivating and productive. Kemper’s products and services are making a real difference to our customers, who have unique and evolving needs. By joining our team, you will help provide an experience to our stakeholders that delivers on our promises. Role: Licensed Insurance Sales Agent (with sign-on bonus and uncapped commissions).   Employment Type : Full-Time with Benefits   Work Arrangement : Field Role  Career and Opportunity : Kemper is a diversified insurance holding company that has been in business for over 100 years. We are firmly...
Kemper Chicago, IL, USA Full Time
AAA - Auto Club Group (ACG)
02/05/2026  
Insurance Sales Agent - Evergreen Park, IL
It’s a great time to join AAA The Auto Club Group!   JOIN THE TEAM COMMITTED TO DRIVING YOUR CAREER FORWARD Job Type: Full time   Exempt/Non Exempt:   Hourly Job Description:   ***$2,500 Signing Bonus for new hires.  To qualify for the Signing Bonus, applicants must be new to the Auto Club Group (not applied in the last 180 days). There is a 1-year payback clause if your employment is terminated prior to completing 12 months of employment.  Additional details can be provided by our Recruiting Team at the time of application.*** Looking to take your sales career to the next level? Join America’s most trusted brand with over 100 years of service as an Insurance Sales Agent—no insurance background required. If you have strong-proven sales skills and the drive to succeed, we’ll provide the training and support you need to launch a rewarding career. What we offer: Competitive base pay + uncapped commission...
AAA - Auto Club Group (ACG) Evergreen Park, IL, USA Full Time
AAA - Auto Club Group (ACG)
12/27/2025  
Insurance Sales Agent-Skokie
It’s a great time to join AAA The Auto Club Group!   JOIN THE TEAM COMMITTED TO DRIVING YOUR CAREER FORWARD Job Type: Full time   Exempt/Non Exempt:   Hourly Job Description:   Looking to take your sales career to the next level? Join America’s most trusted brand with over 100 years of service as an Insurance Sales Agent—no insurance background required. If you have strong-proven sales skills and the drive to succeed, we’ll provide the training and support you need to launch a rewarding career. What we offer: Competitive base pay + uncapped commission + performance bonuses Average annual earnings $60,000-$87,000+ Unlimited commission potential Elevated commission payout (first 15 months) Supplemental Pay paid monthly* *Additional $200/week for months 0-2 *Additional $150/week for months 3-4 *Additional $100/week for months 5-6 New Hire On-Pace Bonus Non-exempt (overtime eligible) $2,500 Signing Bonus...
AAA - Auto Club Group (ACG) Skokie, IL, USA Full Time
AAA - Auto Club Group (ACG)
02/13/2026  
Insurance Sales Agent - Orland Hills, IL
It’s a great time to join AAA The Auto Club Group!   JOIN THE TEAM COMMITTED TO DRIVING YOUR CAREER FORWARD Job Type: Full time   Exempt/Non Exempt:   Hourly Job Description:   Job Description $2,500 Signing Bonus for new hires. To qualify for the Signing Bonus, applicants must be new to the Auto Club Group (not applied in the last 180 days). There is a 1-year payback clause if your employment is terminated prior to completing 12 months of employment. Additional details can be provided by our Recruiting Team at the time of application. Looking to take your sales career to the next level? Join America’s most trusted brand with over 100 years of service as an Insurance Sales Agent—no insurance background required. If you have strong-proven sales skills and the drive to succeed, we’ll provide the training and support you need to launch a rewarding career. What we offer: Competitive base pay + uncapped commission +...
AAA - Auto Club Group (ACG) Orland Hills, IL, USA Full Time
AAA - Auto Club Group (ACG)
02/05/2026  
Insurance Sales Agent - Lockport IL
It’s a great time to join AAA The Auto Club Group!   JOIN THE TEAM COMMITTED TO DRIVING YOUR CAREER FORWARD Job Type: Full time   Exempt/Non Exempt:   Hourly Job Description:   ***$2,500 Signing Bonus for new hires.  To qualify for the Signing Bonus, applicants must be new to the Auto Club Group (not applied in the last 180 days). There is a 1-year payback clause if your employment is terminated prior to completing 12 months of employment.  Additional details can be provided by our Recruiting Team at the time of application.*** Looking to take your sales career to the next level? Join America’s most trusted brand with over 100 years of service as an Insurance Sales Agent—no insurance background required. If you have strong-proven sales skills and the drive to succeed, we’ll provide the training and support you need to launch a rewarding career. What we offer: Competitive base pay + uncapped commission...
AAA - Auto Club Group (ACG) Lockport, IL, USA Full Time
AAA - Auto Club Group (ACG)
02/05/2026  
Insurance Sales Agent - Fox Valley
It’s a great time to join AAA The Auto Club Group!   JOIN THE TEAM COMMITTED TO DRIVING YOUR CAREER FORWARD Job Type: Full time   Exempt/Non Exempt:   Hourly Job Description:   ***$2,500 Signing Bonus for new hires.  To qualify for the Signing Bonus, applicants must be new to the Auto Club Group (not applied in the last 180 days). There is a 1-year payback clause if your employment is terminated prior to completing 12 months of employment.  Additional details can be provided by our Recruiting Team at the time of application.*** Looking to take your sales career to the next level? Join America’s most trusted brand with over 100 years of service as an Insurance Sales Agent—no insurance background required. If you have strong-proven sales skills and the drive to succeed, we’ll provide the training and support you need to launch a rewarding career. What we offer: Competitive base pay + uncapped commission...
AAA - Auto Club Group (ACG) Aurora, IL, USA Full Time
AAA - Auto Club Group (ACG)
02/09/2026  
Insurance Sales Agent - Joliet, IL
It’s a great time to join AAA The Auto Club Group!   JOIN THE TEAM COMMITTED TO DRIVING YOUR CAREER FORWARD Job Type: Full time   Exempt/Non Exempt:   Hourly Job Description:   Job Description $2,500 Signing Bonus for new hires. To qualify for the Signing Bonus, applicants must be new to the Auto Club Group (not applied in the last 180 days). There is a 1-year payback clause if your employment is terminated prior to completing 12 months of employment. Additional details can be provided by our Recruiting Team at the time of application. Looking to take your sales career to the next level? Join America’s most trusted brand with over 100 years of service as an Insurance Sales Agent—no insurance background required. If you have strong-proven sales skills and the drive to succeed, we’ll provide the training and support you need to launch a rewarding career. What we offer: Competitive base pay + uncapped commission +...
AAA - Auto Club Group (ACG) Joliet, IL, USA Full Time
Freeway Insurance Services America
02/04/2026  
Insurance Sales Agent - Customer Service
Sign-On Bonus Opportunity of up to $1,000* Pay Range: $16 - $18 / 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...
Freeway Insurance Services America Chicago, IL, USA Full Time
Freeway Insurance Services America
01/27/2026  
Insurance Sales Agent - Customer Service
Sign-On Bonus Opportunity of up to $1,000* Pay Range: $40000 - $50000 / year 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:...
Freeway Insurance Services America Hammond, IN, USA Full Time
Freeway Insurance Services America
01/27/2026  
Insurance Sales Agent - Customer Service
Sign-On Bonus Opportunity of up to $1,000* Pay Range: $40000 - $50000 / year 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: Discount gym membership to over 12,200 fitness centers and 9,300 on-demand workout videos including a $15 a month reimbursement. Employee Assistance Program: Confidential assistance to you or anyone in your household who is experiencing personal or professional problems — at no cost Mental Health Benefit: 12 therapy sessions and 13 additional psychiatric sessions. Extra Perks: Access to disability,...
Freeway Insurance Services America Griffith, IN, USA Full Time
Freeway Insurance Services America
02/03/2026  
Insurance Sales Agent - Customer Service
Sign-On Bonus Opportunity of up to $1,000* Pay Range: $40000 - $50000 / year 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:...
Freeway Insurance Services America Schererville, IN, USA Full Time
Freeway Insurance Services America
02/03/2026  
Insurance Sales Agent - Customer Service
Sign-On Bonus Opportunity of up to $1,000* Pay Range: $40000 - $50000 / year 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: Discount gym membership to over 12,200 fitness centers and 9,300 on-demand workout videos including a $15 a month reimbursement. Employee Assistance Program: Confidential assistance to you or anyone in your household who is experiencing personal or professional problems — at no cost Mental Health Benefit: 12 therapy sessions and 13 additional psychiatric sessions. Extra Perks: Access to disability,...
Freeway Insurance Services America Merrillville, IN, USA Full Time
Freeway Insurance Services America
02/04/2026  
Insurance Sales Agent - Customer Service
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...
Freeway Insurance Services America Waukegan, IL, USA Full Time
Kemper
02/06/2026  
Insurance Agent Trainee - Chicago North
Location(s) Chicago, Illinois Details Kemper is one of the nation’s leading specialized insurers. Our success is a direct reflection of the talented and diverse people who make a positive difference in the lives of our customers every day. We believe that a high-performing culture, combined with valuable opportunities for personal development and professional challenge, and a healthy work-life balance, can be highly motivating and productive. Kemper’s products and services are making a real difference to our customers, who have unique and evolving needs. By joining our team, you will help provide an experience to our stakeholders that delivers on our promises. Role: Life Insurance Sales Agent Employment Type:  Full-Time with Benefits  Work Arrangement:  Field Role Career and Opportunity: Kemper is a diversified insurance holding company with a history spanning over 100 years. We are firmly committed to serving the insurance needs of modest-income...
Kemper Chicago, IL, USA Full Time
Kemper
02/05/2026  
Insurance Agent Trainee - Chicago South
Location(s) Chicago, Illinois Details Kemper is one of the nation’s leading specialized insurers. Our success is a direct reflection of the talented and diverse people who make a positive difference in the lives of our customers every day. We believe that a high-performing culture, combined with valuable opportunities for personal development and professional challenge, and a healthy work-life balance, can be highly motivating and productive. Kemper’s products and services are making a real difference to our customers, who have unique and evolving needs. By joining our team, you will help provide an experience to our stakeholders that delivers on our promises. Role: Life Insurance Sales Agent Employment Type:  Full-Time with Benefits  Work Arrangement:  Field Role Career and Opportunity: Kemper is a diversified insurance holding company with a history spanning over 100 years. We are firmly committed to serving the insurance needs of modest-income...
Kemper Chicago, IL, USA Full Time
Kemper
12/06/2025  
Licensed Insurance Agent - Chicago North
Location(s) Chicago, Illinois Details Kemper is one of the nation’s leading specialized insurers. Our success is a direct reflection of the talented and diverse people who make a positive difference in the lives of our customers every day. We believe that a high-performing culture, combined with valuable opportunities for personal development and professional challenge, and a healthy work-life balance, can be highly motivating and productive. Kemper’s products and services are making a real difference to our customers, who have unique and evolving needs. By joining our team, you will help provide an experience to our stakeholders that delivers on our promises. Role: Life Insurance Sales Agent Employment Type:  Full-Time with Benefits  Work Arrangement:  Field Role Career and Opportunity: Kemper is a diversified insurance holding company with a history spanning over 100 years. We are firmly committed to serving the insurance needs of modest-income...
Kemper Chicago, IL, USA Full Time
AAA - Auto Club Group (ACG)
02/03/2026  
Customer Service Rep - Vernon Hills
It’s a great time to join AAA The Auto Club Group!   JOIN THE TEAM COMMITTED TO DRIVING YOUR CAREER FORWARD Job Type: Full time   Exempt/Non Exempt:   Hourly Job Description:   Why Choose a Career with the AAA The Auto Club Group (ACG)     Established brand that has been around for over 100 years .    Our members know and trust us!   Branch Offices house travel, membership, insurance   sales   and support employees   You will be challenged to drive new   business   with competitive products and help   retain   The Auto Club Group's 14+ million members.     Excellent Opportunities to Build a Career Path:     The   Branch   Customer Service Representative   can be the start of a long-term career with The Auto Club Group .     Your position could lead to a rewarding career and opportunities to grow and pursue other ACG roles such as:...
AAA - Auto Club Group (ACG) Vernon Hills, IL, USA Full Time
Berkley
02/08/2026  
Distribution Associate
Company Details   Berkley One is a modern insurance provider for a modern generation of affluence. We serve clients who live dynamic, adventurous lives and expect their insurance experience to match. Our mission is to deliver highly personalized risk and claims management through a blend of expert independent agents, cutting-edge digital tools, and the strength of the Berkley brand.   Why Join Us? At Berkley One, you’ll be part of a forward-thinking team that’s reimagining personal insurance. We’re building solutions that are as sophisticated and agile as the clients we serve—individuals and families who value innovation, simplicity, and exceptional service. You’ll collaborate with passionate professionals, leverage modern technology, and help shape the future of our industry.   What We Value A client-first mindset with a passion for delivering exceptional experiences Curiosity, creativity, and a drive to challenge the status...
Berkley Chicago, IL, USA
HUB International
02/01/2026  
AI Product Owner
Job Description ABOUT US  At HUB International, we are a team of entrepreneurs. We believe in protecting and supporting the aspirations of individuals, families, and businesses. We help our clients evaluate their risks and develop solutions tailored to their needs. We believe in empowering our employees to learn, grow, and make a difference. Our structure enables our teams to maintain their own unique, regional culture while leveraging support and resources from our corporate centers of excellence. HUB is a global insurance and employee benefits broker, providing a boundaryless array of business insurance, employee benefits, risk services, personal insurance, retirement, and private wealth management products and services. With over $5 billion in revenue and almost 20,000 employees in 600 offices throughout North America, HUB has grown substantially, in part due to our industry leading success in mergers and acquisitions.  Position Overview HUB is...
HUB International Chicago, IL, USA Full Time
Kemper
01/31/2026  
Bilingual Sales Agent
Location(s) Chicago, Illinois Details Kemper is one of the nation’s leading specialized insurers. Our success is a direct reflection of the talented and diverse people who make a positive difference in the lives of our customers every day. We believe a high-performing culture, valuable opportunities for personal development and professional challenge, and a healthy work-life balance can be highly motivating and productive. Kemper’s products and services are making a real difference to our customers, who have unique and evolving needs. By joining our team, you are helping to provide an experience to our stakeholders that delivers on our promises.   As a Kemper Sales Agent in one of our local offices, you will provide outstanding service and show our customers the value of Kemper.  You will prepare insurance quotes, advise customers on coverages, and convert quotes to insurance policies. Position Benefits: Competitive base pay in addition to...
Kemper Chicago, IL, USA Full Time

 

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