Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Insurance Agent Trainee - Chicago South

Kemper

Life Insurance Sales Agent

Location(s): Chicago, Illinois

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.

Employment Type: Full-Time with Benefits

Work Arrangement: Field Role

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 families. Our strength lies in our dedication to frequent personal home visits with new and existing customers to collect premiums, conduct sales of new policies, and address other service needs.

For new unlicensed agents, your journey begins with a paid training period. During this time, we provide the tools and guidance needed to study for and pass the licensing exams. Once licensed, you will be assigned an existing book of business, a portfolio of current customers from whom you'll collect monthly premiums. You'll earn a percentage of the premiums you collect, as well as a commission on all new sales you make. From there, the sky's the limit! Through hard work and dedication, you can increase your monthly income with every new sale. It really is that simple.

If you're passionate about serving the underserved, this is the career for you. Our agents gain personal satisfaction and community prestige by performing meaningful work that helps clients protect the people and property they cherish.

With a pay-for-performance compensation model, agents have the opportunity to determine their own paycheck. As your skills and knowledge grow, so does your potential for increased income. Superior performance is recognized through awards, prizes, and company-sponsored trips.

The compensation for the role is fully commission-based.

Benefits: Kemper offers competitive benefits, including:

  • Major Medical and Dental Insurance
  • Group Life Insurance
  • Short-Term & Long-Term Disability
  • 401(k) with Company Match
  • Paid Vacation
  • Employee Stock Purchase Program

Responsibilities:

  • Conducting sales presentations, recommending products, and closing new sales
  • Prospecting for new sales opportunities
  • Maintaining strong customer relationships by collecting premiums on a pre-arranged schedule that you determine
  • Responding promptly to service requests such as beneficiary changes, claims, and loans
  • Record keeping, accounting for money collected, and processing policy paperwork

Agent Expectations:

  • Grow the assigned territory through new sales
  • Build strong working relationships with customers
  • Devote the time necessary to fulfill the responsibilities of the role
  • Pursue continuous professional development in insurance products and sales effectiveness

Minimum Qualifications:

  • Customer service experience
  • Must be at least 18 years of age
  • Valid driver's license with required auto insurance coverage
  • Dependable vehicle for daily travel
  • Ability to pass a background check, motor vehicle report, and drug screening
  • Authorization to work in the United States

Preparation:

  • Licensing: We provide free access to study tools and professional guidance to help you prepare for licensing exams
  • Training: New agents complete an onboarding development program that includes self-study, classroom instruction, and field mentoring by your Sales Manager
  • On-the-Job Training: Earn a paycheck while learning your profession through hands-on experience
Kemper
Vacancy posted 4 days ago
Similar jobs that could be interesting for youBased on the Insurance Agent Trainee - Chicago South in Chicago, IL vacancy
  • $60k - $100k

    Property Facultative Underwriter Trainees job at Gen Re. Chicago, IL. Property Facultative Underwriter Trainees Location Chicago, IL : Shape Your...  ...reinsurance solutions to the Life/Health and Property/Casualty insurance industries. Represented in all major reinsurance markets... 
    Traineeship
    Internship
    Worldwide

    Hong Kong Study Skills Research Institute

    Chicago, IL
    3 days ago
  •  ...Licensed Insurance Sales Agent 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... 
    Suggested
    Temporary work
    Immediate start

    Kemper

    Chicago, IL
    2 days ago
  • $210k - $308k

     ...Location: Chicago, Illinois Hospital: Rush University Medical Center Department: Psychiatry...  .... The faculty member will also supervise trainees in clinical settings and be part of the...  ...and for our employees. We know that the South and West Sides of Chicago have... 
    Traineeship
    Full time
    Local area
    Relocation package

    Rush

    Chicago, IL
    3 days ago
  •  ...globe, including North America, South America, Europe, CIS, Africa,...  ...growth opportunities from Trainee Broker to Director How Do...  ...health, dental and vision insurance plans. 401K retirement savings...  ...employees. Job Location River North, Chicago Mountfitchet Group
    Traineeship
    Seasonal work
    Local area
    Work from home
    Worldwide
    Night shift

    Mountfitchet Group

    Chicago, IL
    14 hours ago
  • $50.7k - $76k

    J.B. Hunt Transport, Inc. is seeking a Manager Trainee for summer 2026 in Chicago, IL. This role is crucial for managing driver operations and enhancing...  ...$50,700 and $76,000, with added benefits such as health insurance and paid leave. #J-18808-Ljbffr J.B. Hunt Transport,... 
    Traineeship
    Summer work

    J.B. Hunt Transport, Inc.

    Chicago, IL
    4 days ago
  • $1,700 per week

    Regional Class A Team Truck Driver Job - Chicago, Illinois Nampa Teams Dedicated Regional Truck Drivers Welcome Home! We have positions...  ...under Next Level Leasing Requirements Experienced drivers only. Trainees are not eligible. #J-18808-Ljbffr Hirschbach Motor Lines
    Traineeship

    Hirschbach Motor Lines

    Chicago, IL
    14 hours ago
  • $156k - $234k

     ...opportunity to join our Commercial Property underwriting team in Chicago, Illinois? If you are looking for a prominent role where you...  ...recognized experience and visibility in the Chicago Commercial Property insurance market and a successful track record in underwriting both... 
    Temporary work
    Work at office
    Local area
    Worldwide
    Flexible hours
    3 days per week

    Swiss Re

    Chicago, IL
    1 day ago
  • $115.23k - $172.01k

    Supportive Oncology Clinical Psychologist - Clinical Faculty Location: Chicago, Illinois Department: Psychiatry & Behavioral Sciences Work...  ...and scholarship projects. Provide training and supervision to trainees in the department. Desired Qualifications Doctoral degree (... 
    Traineeship
    Full time

    Rush University Medical Center

    Chicago, IL
    3 days ago
  • The Juris Agency in La Grange, Illinois, is seeking an Insurance Sales Agent - Trainee. This role involves assisting customers with their insurance needs, managing a client book, and providing expert insurance advice. Candidates will benefit from training, licensing support... 
    Traineeship
    Flexible hours

    The Juris Agency

    La Grange, IL
    2 days ago
  • $80k - $90k

     ...training in a clinical setting? Position Details: Location: Chicago Travel: Overnight travel 1-3 times per week At...  ...electrophysiological methods. Twenty cases as a DBS technologist or trainee. Knowledge of anatomy, physiology, pathologic processes and... 
    Traineeship
    Permanent employment
    Night shift

    SpecialtyCare

    Chicago, IL
    3 days ago
  • $650 per week

     ...CDL-A Trainee Truck Driver | Paid Training Available | Chicago, IL Chicago, Illinois, United States Or refer someone Job Openings CDL-A Trainee Truck Driver | Paid Training Available | Chicago, IL No Experience Required Start Earning Immediately If you are ready... 
    Traineeship
    Weekly pay
    Full time
    Temporary work
    Part time
    Local area
    Immediate start

    Class A Jobs

    Chicago, IL
    2 days ago
  • $210k - $308k

    Location Chicago, Illinois Hospital Rush University Medical Center Department Psychiatry & Behavioral Sciences Work Type Full Time Position...  ...evaluations and psychopharmacological treatment. Supervise trainees in clinical settings and serve as core faculty for the Child... 
    Traineeship
    Full time
    Relocation package

    Direct Jobs

    Chicago, IL
    4 hours ago
  • $300k

    Medical Director of Hematology - City of Hope Chicago Location: Chicago, IL, USA Department: Department of Hematology & Hematopoietic...  ...care. Provide faculty mentorship and educational leadership for trainees and junior faculty. Ensure compliance with institutional... 
    Traineeship
    Full time
    Relocation package

    American Society of Hematology

    Chicago, IL
    4 days ago
  • $28.85 - $33.65 per hour

     ...role is benefits eligible and offers industry‑leading benefits, paid time off, resources, and support to employees. Work Details Shift: 1st shift (United States of America). Hours per week: 40. Location: 2SMichiganAve (IL1137), Chicago. #J-18808-Ljbffr Bank of America
    Traineeship
    Hourly pay
    Shift work
    Day shift

    Bank of America

    Chicago, IL
    14 hours ago
  •  ...The Paul Group is actively hiring motivated and driven individuals to join our team as Final Expense Insurance Agents in Chicago, IL and surrounding communities. This is a field-based sales opportunity focused on helping families secure affordable life insurance coverage... 

    The Paul Group

    Chicago, IL
    2 days ago
  • $2,765 per month

     ...Paid J-1 Visa Internship in Chicago PROGRAM OVERVIEW: The Fast Track J-1 Intern & Trainee Program is administered by the U.S. Department of State with the goal of allowing foreigners to come to the United States to gain exposure to U.S. culture and to train in their... 
    Traineeship
    Bi-weekly pay
    Internship
    Free visa

    Hosco

    Chicago, IL
    4 days ago
  • $18 per hour

     ...be determined in the interview process. For example: Downtown Chicago, Naperville, Oak Park, Lombard, Schaumburg & other Chicagoland...  ...put you in the middle of everything, just like our Management Trainees. We’ll give you the chance to develop the skills you need to manage... 
    Traineeship
    Full time
    Summer work
    Internship

    Enterprise Holdings

    Chicago, IL
    4 days ago
  • $156k - $234k

    A leading insurance provider located in Chicago is seeking an experienced International Property Underwriter to manage accounts and underwrite exposures. The role demands strong negotiation skills and a robust broker network. Candidates should have a minimum of 4-10 years... 
    Work at office
    3 days per week

    Hispanic Alliance for Career Enhancement

    Chicago, IL
    2 days ago
  •  ...coverage and expertise in one or more of the following markets: Chicago / Cook County, IL. As such, candidates must be located within...  ...Residential or Certified General appraisers will be considered. No trainee or licensed appraisers permitted ** Applicants must be... 
    Traineeship
    Full time
    Local area
    Work from home

    ServiceLink

    Chicago, IL
    4 days ago
  •  ...Independent Licensed Life Insurance Agent– Remote The Opportunity Are you an active, licensed...  ...a producer who is ready to leave the "trainee" environment behind and start earning...  ...PandoLogic. Category:Insurance, Keywords:Insurance Agent, Location:Chicago, IL-60608
    Traineeship
    Contract work
    For contractors
    Immediate start
    Remote work
    Home office

    Group Financier Signature

    Chicago, IL
    14 hours ago
  • $60k - $100k

    General Re Corporation is seeking Property Facultative Underwriter Trainees in Chicago, IL. The role involves assessing individual risks, negotiating prices, and building client relationships. Successful candidates will receive extensive training and mentorship. The ideal... 
    Traineeship

    Hong Kong Study Skills Research Institute

    Chicago, IL
    4 days ago
  • $45k

     ...you will begin in the role of a Recruiter Trainee. During this period, you will work with...  ..., prescription, vision, life & accident insurance, short & long-term disability coverage,...  ...Fair Chance Act. Job Locations US-IL-Chicago Job ID 2026-13283 TEKsystems is a... 
    Traineeship
    Hourly pay
    Full time
    Temporary work

    TEKsystems

    Chicago, IL
    14 hours ago
  • Job ID 51500 Location Chicago, Illinois Add to Favorite Jobs Email this Job Pediatric...  ...malpractice, medical, dental and vision insurance. In addition, as a non-profit...  ...teaching undergraduate and graduate medical trainees and numerous mentors and educational... 
    Traineeship
    Full time
    Part time
    Summer work
    Live in
    Work at office
    Local area
    Immediate start
    Shift work
    Night shift

    Northwestern University

    Chicago, IL
    2 days ago
  • $240 per day

     ...Chicago, IL Train Conductor Conductors are responsible for the safe and efficient movement...  ...Compensation and Benefits: Conductor Trainees earn a minimum of $240 per shift during...  ...to exceed $100,000. Medical insurance for employees and eligible dependents begins... 
    Traineeship
    Remote work
    Long distance
    Shift work
    Night shift

    Norfolk Southern

    Chicago, IL
    1 day ago
  • $56k

     ...Salary: $56,000/yr + Company Vehicle (Gas, Insurance, Maintenance Included) Strengthen Your...  .... What You’ll Do: Join us as a Trainee in our Operational Strength Program and...  ...any affiliate of Avis Budget Group. Chicago Illinois United States of America... 
    Traineeship
    Full time
    Relocation
    Relocation package
    Shift work
    Weekend work

    Avis Budget Group

    Chicago, IL
    4 days ago
  • $19.5 - $29.73 per hour

     ...Job Description Location: Chicago, Illinois Business Unit: Rush Medical Group Hospital: Rush University Medical Center Department...  ...protected characteristics. Position Medical Assistant - South Loop Multispecialty Location US:IL:Chicago Req ID 26996... 
    Hourly pay
    Full time
    Apprenticeship
    Interim role
    Shift work

    Rush University

    Chicago, IL
    14 hours ago
  •  ...Description The University of Chicago's Department of Medicine, Section of Emergency...  ...exceptional patient care, teaching and mentoring trainees in point-of-care ultrasound, and engaging...  ...Trauma Center, and one of the Chicago South EMS regional resource hospitals. The... 
    Traineeship
    Full time

    The University of Chicago

    Chicago, IL
    2 days ago
  •  ...Description The University of Chicago's Department of Pediatrics, Section of Emergency...  ...will include teaching and supervision of trainees and students, and scholarly activity....  ...facilities are located in Orland Park and the South Loop, and the Ingalls Health System has... 
    Traineeship
    Full time

    The University of Chicago

    Chicago, IL
    2 days ago
  •  ...Description The University of Chicago's Department of Surgery, Section of Urology, seeks...  ...will include teaching and supervision of trainees and students, and scholarly activity....  ...are located in Orland Park, River East, South Loop, and the Ingalls Health System has recently... 
    Traineeship
    Full time

    The University of Chicago

    Chicago, IL
    2 days ago
  • Overview The cities near Chicago, IL that boast the highest number of training specialist jobs are: Joliet Elgin South Bend The 10 cities near Chicago, IL that have the most job...  ...Benefits Medical, dental, vision, life insurance, and a health savings account 401(k)... 
    Work from home
    Home office

    Boyle Region - Modern Woodmen of America

    Oak Park, IL
    2 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Insurance Agent Trainee - Chicago South. Be the first to apply!