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Insurance Retention Agent Jobs in Chicago, IL (NOW HIRING)

Personal Lines Insurance Agent

Beecher, IL · On-site

$32K - $39K/yr

  • Medical

  • PTO

Paid time off The Personal Lines Insurance Agent at First Consolidated Insurance Center is ... Support and prepare clients for renewal and retention, and maintain strong client relationships.

Insurance Agent - Joliet, IL

Joliet, IL · On-site

$57K - $62K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Sales, Retention & Revenue Growth: Own the sale and ongoing service of ACGbranded and brokered ... Insurance Reviews & Policy Execution: Conduct comprehensive insurance reviews to assess risk ...

Insurance Agent - Joliet, IL

Joliet, IL · On-site

$57K - $62K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Sales, Retention & Revenue Growth: Own the sale and ongoing service of ACG-branded and brokered ... Insurance Reviews & Policy Execution: Conduct comprehensive insurance reviews to assess risk ...

Insurance Sales Agent - Skokie

Skokie, IL · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Sales, Retention & Revenue Growth: Own the sale and ongoing service of ACG-branded and brokered ... Insurance Reviews & Policy Execution: Conduct comprehensive insurance reviews to assess risk ...

Showing results 21-40

Insurance Retention Agent information

See Chicago, IL salary details

$25.8K

$67K

$125.2K

How much do insurance retention agent jobs pay per year?

As of Aug 14, 2026, the average yearly pay for insurance retention agent 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 are the key skills and qualifications needed to thrive as an insurance retention agent?

To thrive as an Insurance Retention Agent, you need strong knowledge of insurance products, policy terms, and customer account management, often supported by a high school diploma or relevant insurance certifications. Familiarity with CRM software, policy management systems, and call center platforms is typically required. Excellent communication, problem-solving, and negotiation skills help you build rapport and address client concerns effectively. These abilities are essential for maintaining customer satisfaction, reducing policy cancellations, and driving business growth.

What is the difference between Insurance Retention Agent vs Insurance Customer Service Representative?

AspectInsurance Retention AgentInsurance Customer Service Representative
CredentialsLicensing may be required; sales and retention trainingGenerally customer service training; licensing varies
Work EnvironmentCall centers, insurance offices, remoteCall centers, insurance offices, remote
Employer & Industry UsageInsurance companies, agenciesInsurance companies, agencies, brokers
Primary FocusRetaining existing clients, upselling policiesHandling inquiries, providing policy info, resolving issues

While both roles involve communication with clients, Insurance Retention Agents focus on maintaining client relationships and reducing policy cancellations, often involving sales skills. Insurance Customer Service Representatives primarily address client questions and support needs. The roles overlap in work environment and credentials but differ in primary responsibilities.

What are some common challenges insurance retention agents face, and how can they overcome them?

Insurance Retention Agents often encounter challenges such as handling dissatisfied clients, addressing concerns about policy costs, and competing with offers from other companies. To overcome these challenges, agents should focus on building strong relationships with clients, actively listening to their needs, and demonstrating the unique value of their company's products. Additionally, staying well-versed in policy details and industry trends empowers agents to provide tailored solutions and improve retention rates.

What is an insurance retention agent?

Insurance Retention Agents are professionals who work for insurance companies or agencies with the primary goal of retaining existing clients. They reach out to policyholders whose policies are up for renewal or at risk of cancellation, addressing concerns, answering questions, and offering solutions to keep their business. Their responsibilities often include explaining policy benefits, handling customer complaints, and sometimes negotiating discounts or policy adjustments. By maintaining strong client relationships, they help reduce customer churn and support the company’s long-term growth.

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

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

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

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

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

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

Infographic showing various Insurance Retention Agent job openings in Chicago, IL as of August 2026, with employment types broken down into 87% Full Time, and 13% Contract. Highlights an 87% In-person, and 13% Remote job distribution, with an average salary of $66,982 per year, or $32.2 per hour.

Personal Lines Insurance Agent

Big I Illinois

Beecher, IL • On-site

$32K - $39K/yr

Full-time

Medical, PTO

Re-posted 2 days ago


Job description

Benefits:
  • Company parties
  • Flexible schedule
  • Health insurance
  • Paid time off

The Personal Lines Insurance Agent at First Consolidated Insurance Center is responsible for maintaining and maximizing profitable relationships with personal line clients and for growing the book of business through new client sales.
Benefits/Perks
  • Competitive Pay
  • Professional Development
  • Job Stability in a growing industry

Responsibilities
  • Identify, qualify, and develop personal insurance opportunities with new and existing clients in person, online, by phone, and through written communication.
  • Foster and maintain excellent relationships with clients and prospects through regular follow-up, accurate and timely quotations, and general account support. Anticipate, respond to, and follow up on all existing client needs.
  • Actively prospect round accounts, and solicit increases in existing client coverage as well as network for new clients, including win backs.
  • Obtain best coverage/rate for insured, process quotes, and bind insurance coverage; follow up as necessary with inspection, photos, and other documentation. Present policies to insured and educate them on coverages and rates.
  • Foster and maintain excellent relationships with customers and prospects through regular follow-up, timely quotations, and general account support.
  • Support and prepare clients for renewal and retention, and maintain strong client relationships.
  • Anticipate, respond to, and follow up on all existing client needs.
  • Maintain CE and participate in ongoing education and keep informed regarding industry information, new product information, legislation, coverages, and technology to continuously improve knowledge and performance.

Qualifications
  • Hold the insurance license required by your state and have experience in personal insurance account management, as well as an Associates Degree or comparable work experience.
  • Possess a valid driver's license and a source of reliable transportation.
  • Demonstrate strong knowledge of insurance products and usages, rating procedures, underwriting procedures, coverages, and industry operations to effectively secure new business and maintain an existing client base.
  • Possess strong presentation, persuasion, and negotiation skills with the ability to close sales.
  • Be people-oriented, customer-focused, and professionally assertive in developing new client relationships and servicing existing clients.
  • Possess outstanding organizational skills with an ability to complete difficult assignments without supervision, sound business judgment, strong decision-making, and superior written and verbal communication skills.
  • Have excellent time management skills, thrive in a team environment, and Technology and Computer proficiency including agency management systems.

Compensation: $32,000.00 - $39,000.00 per year
YOUR FUTURE as an Independent Insurance Agent Starts Here
If you're looking for a career that offers flexibility, job stability, competitive compensation, and more, then you've come to the right place! Working with an independent agency is a great career choice.
Independent insurance agents protect our customers by providing home, auto, business, life and health insurance policies to fit their individual needs. Independent agencies are not bound to offering products from only one insurance company. Instead, we can offer customers a choice of policies from a variety of insurance companies to provide the best protection at a competitive price.
The demand for insurance professionals is growing every day! Is this career right for you?
This agency is independently owned and operated. Your application will go directly to the agency, and all hiring decisions will be made by the management of this agency. All inquiries about employment at this agency should be made directly to the location, and not to Big I of Illinois Association.