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Retired Insurance Jobs in Chicago, IL (NOW HIRING)

AMBA

Inside Sales Insurance Specialist

Chicago, IL · On-site

$50K - $60K/yr

We work with some of the most significant retired public employee associations in the country, supporting millions of members across all 50 states. As an Inside Sales Insurance Specialist, you will ...

AMBA

Inside Sales Insurance Specialist

Chicago, IL · On-site

$50K - $60K/yr

We work with some of the most significant retired public employee associations in the country, supporting millions of members across all 50 states. As an Inside Sales Insurance Specialist, you will ...

AMBA

Inside Sales Insurance Specialist

Naperville, IL · Remote

We work with some of the most significant retired public employee associations in the country, supporting millions of members across all 50 states. As an Inside Sales Insurance Specialist, you will ...

AMBA

Inside Sales Insurance Specialist

Chicago, IL · Remote

We work with some of the most significant retired public employee associations in the country, supporting millions of members across all 50 states. As an Inside Sales Insurance Specialist, you will ...

AMBA

Inside Sales Insurance Specialist

Chicago, IL · Remote

$50K - $60K/yr

We work with some of the most significant retired public employee associations in the country, supporting millions of members across all 50 states. As an Inside Sales Insurance Specialist, you will ...

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Showing results 21-40

All JobsRetired Insurance JobsRetired Insurance Jobs in Chicago, IL

Retired Insurance information

See Chicago, IL salary details

$18K

$56.3K

$119.6K

How much do retired insurance jobs pay per year?

As of Aug 10, 2026, the average yearly pay for retired insurance in Chicago, IL is $56,312.00, according to ZipRecruiter salary data. Most workers in this role earn between $33,871.00 and $65,690.00 per year, depending on experience, location, and employer.

What are some common post-retirement opportunities for professionals with experience in the insurance industry?

Many retired insurance professionals find rewarding opportunities in consulting, part-time advisory roles, or teaching insurance-related courses. Others choose to mentor younger agents or participate in industry associations, leveraging their expertise while enjoying greater flexibility. These roles often provide continued engagement with the industry without the demands of a full-time position, and can be a way to stay connected and share valuable knowledge.

What is a retired insurance?

A Retired Insurance job typically refers to a retired insurance professional who may still provide consulting, advisory, or part-time services in the insurance industry. Some retired professionals assist clients with policy reviews, claims assistance, or compliance guidance. Others may work as independent contractors or mentors for younger insurance professionals. This type of work allows retired individuals to leverage their expertise while maintaining flexible schedules.

What is the difference between Retired Insurance vs Insurance Agent?

AspectRetired InsuranceInsurance Agent
CredentialsTypically none, as they are no longer active in the industryLicenses and certifications required by state regulations
Work EnvironmentUsually inactive, may involve consulting or advisory roles post-retirementActive in selling policies, client meetings, and industry networking
Employer & Industry UsageRetired professionals, often independent or part-time rolesInsurance companies, agencies, or brokerages

Retired Insurance refers to individuals who have left active insurance work but may still engage in related activities, whereas Insurance Agents are actively selling and managing insurance policies. The main difference lies in their current work status and credentials, with retired individuals typically no longer holding active licenses, while agents are actively licensed and working in the field.

What are the key skills and qualifications needed to thrive as an insurance agent, and why are they important?

To thrive as an Insurance Agent, you need a solid understanding of insurance products, risk assessment, sales techniques, and typically a state insurance license. Familiarity with customer relationship management (CRM) software, insurance quoting systems, and compliance platforms is important. Strong communication, negotiation, and problem-solving skills help build client trust and close sales. These skills and qualifications are crucial for meeting client needs, staying compliant, and achieving sales targets in a competitive industry.

What does it mean to be retired from an insurance career?

Being retired from an insurance career means that an individual has concluded their professional work in the insurance industry, either after reaching a certain age, fulfilling years of service, or choosing to leave the workforce. Retired insurance professionals may have worked in roles such as agents, underwriters, adjusters, or actuaries. Many retirees use their expertise for consulting, volunteering, or mentoring others in the field. Retirement allows them to enjoy benefits earned during their career, such as pensions or retirement savings. It also provides the opportunity to pursue personal interests and spend more time with family.
What are popular job titles related to Retired Insurance jobs in Chicago, IL? For Retired Insurance jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Retired Insurance jobs in Chicago, IL look for? The top searched job categories for Retired Insurance jobs in Chicago, IL are:
Retired Insurance jobs near you
Infographic showing various Retired Insurance job openings in Chicago, IL as of August 2026, with employment types broken down into 40% Full Time, 40% Part Time, and 20% Contract. Highlights an 100% In-person job distribution, with an average salary of $56,312 per year, or $27.1 per hour.

Account Development Specialist

AMBA

Cicero, IL • On-site

Full-time

Medical, Dental, Vision

This job post has expired today. Applications are no longer accepted.

Job description

About AMBA
AMBA provides much-needed coverage to retired and active educators, police, firefighters, and other state, city, and municipal workers. Founded in 1981, we have longstanding exclusive endorsements with more than 74 state Associations across 36 states.  The Inside Sales Account Development Specialist team is an established successful team within AMBA looking to grow its team size and impact.
Position Summary
AMBA’s ADT team engages members and policyholders from some of the nation's largest retired public employee associations. Our focus is on building value and selling our dental, vision, and membership products to customers and prospects.

  • In Texas, we are exclusively endorsed by the Retired State Employees Association of Texas, State Firefighters' and Fire Marshals' Association of Texas, Texas Community College Teachers Association, the Texas Public Employees Association, and the Texas Retired Teachers Association to handle their member benefits.

Compensation Structure
$17/hour as well as monthly bonuses, and health benefits.

Hours 

Full-time.

Monday - Friday
High-Level Position Responsibilities

  • This role will take 50-60 inbound phone calls from members and nonmembers daily, with opportunities to make outbound calls to prospective members when inbound call volume is lower.
  • Responsible for selling Dental & Vision products as well as memberships for our associations.
  • Serve as an advocate for our Association Partners.
  • Provide a best-in-class member experience when answering questions regarding existing policies or other sales & service-related inquiries.

 Qualifications

  • 1 year of Call Center experience preferred
  • 1+ Sales Experience preferred
  • Bi-lingual in Spanish is preferred but not required.
  • Strong verbal, written, and interpersonal communication skills
  • Problem-solving skills and attention to detail
  • Must navigate efficiently within the technology platform and record all activities performed for the member in the designated timeframe of the call.
  • Flexibility with scheduling and work hours.
  • Ability to work within a team but driven by individual results.
  • Health Insurance license preferred but not required

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