1

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

Showing results 41-60

Associate Insurance Agent information

See Chicago, IL salary details

$26.8K

$69.1K

$148.9K

How much do associate insurance agent jobs pay per year?

As of Sep 2, 2026, the average yearly pay for associate insurance agent in Chicago, IL is $69,136.00, according to ZipRecruiter salary data. Most workers in this role earn between $37,100.00 and $80,400.00 per year, depending on experience, location, and employer.

What does an associate insurance agent do?

An Associate Insurance Agent assists clients in understanding and obtaining various types of insurance coverage, such as auto, home, life, or health insurance. They provide information about policy options, help customers compare different plans, and process applications or renewals. Additionally, Associate Insurance Agents may handle client inquiries, update records, and support more senior agents with administrative tasks. Their goal is to ensure clients have the appropriate coverage to meet their needs while delivering excellent customer service.

What are the key skills and qualifications needed to thrive as an associate insurance agent?

To thrive as an Associate Insurance Agent, you need a solid understanding of insurance products, strong sales abilities, and typically a state insurance license. Familiarity with customer relationship management (CRM) software and insurance quoting systems is important, as is ongoing education through industry certifications such as those offered by The Institutes. Outstanding interpersonal skills, active listening, and persuasive communication help agents build trust and rapport with clients. These skills and qualifications are critical for meeting client needs, achieving sales goals, and ensuring compliance in a highly regulated industry.

What are some common challenges faced by associate insurance agents, and how can they be overcome?

Associate Insurance Agents often encounter challenges such as building a client base, managing rejections, and staying current with changing insurance regulations. Success in this role typically requires strong communication skills, persistence, and a proactive approach to networking. Many agencies offer mentorship programs and ongoing training to help new agents develop their sales techniques and product knowledge. Collaborating closely with senior agents and underwriters can also provide valuable support and guidance as you grow in the position.

What is the difference between Associate Insurance Agent vs Insurance Agent?

AspectAssociate Insurance AgentInsurance Agent
CertificationsTypically requires a license and sometimes an entry-level certificationRequires a state license; more experienced agents may pursue additional certifications
Work EnvironmentOften in training or support roles, working under supervisionIndependent or agency-based sales roles, client-facing
Employer & Industry UsageUsed in agencies to denote entry-level or support rolesPrimary sales role in insurance industry

The Associate Insurance Agent position usually serves as an entry-level or support role within insurance agencies, focusing on learning and assisting with client services. In contrast, an Insurance Agent is typically responsible for direct sales, client consultations, and policy management. Both roles require licensing, but the Insurance Agent role involves more client interaction and sales responsibilities.

How much does an associate insurance agent make?

An associate insurance agent typically earns a median annual salary of around $40,000 to $50,000, with additional commissions and bonuses based on sales performance. Entry-level positions may start lower, while experienced agents with certifications can earn higher incomes. Compensation often depends on the employer, location, and individual sales skills.

Why do most associate insurance agents quit?

Many associate insurance agents leave the role due to low initial commissions, high rejection rates, and limited experience or training. The job often requires building a client base and developing sales skills, which can be challenging for new agents, leading to high turnover rates.

What are the most commonly searched types of Insurance Agent jobs in Chicago, IL?

The most popular types of Insurance Agent jobs in Chicago, IL are:

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

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

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

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

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

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

Infographic showing various Associate Insurance Agent job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 70% Full Time, 23% Part Time, 5% Contract, and 1% Nights. Highlights an 85% Physical, 1% Hybrid, and 14% Remote job distribution, with an average salary of $69,136 per year, or $33.2 per hour.

Business Development Associate/Inside Sales

Worthy Insurance Group, LLC

Skokie, IL โ€ข On-site

$42K - $58K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

This job post hasย expired today.ย Applications are no longer accepted.


Job description

Worthy Insurance Group, a national Property & Casualty Insurance Brokerage with locations in Skokie, IL and East Lansing, MI is looking for a Business Development Associate. This position requires an innate drive to succeed, an entrepreneurial spirit, a desire to learn and creative problem-solving skills. Competitive base salary plus commission.
Who We Are:
Worthy Insurance focuses on providing creative insurance solutions to the healthcare, social service, and real estate industries. Taking care of people and their businesses while protecting their livelihoods and assets is at the core of what we do. Worthy empowers our employees to grow with personal and professional development opportunities. We thrive in a culture that encourages our employees to be active in our communities and industry. We work hard, but we love to have fun!
Worthy employees enjoy:
  • 4-day Workweek
  • 401k with company match
  • Health, Dental, and Vision Insurance
  • Gym Membership in WiFi building
  • Insurance education bonus program
  • Nationwide travel for client and prospect visits
  • Paid Time Off for Volunteering

Key Responsibilities:
  • Implement marketing strategies to develop a strong network of prospective clients.
  • Conduct phone, face-to-face and social media prospecting.
  • Solicit referrals from clients.
  • Leverage social media platforms to increase leads.
  • Develops, follows, and completes sales objectives to meet agency defined metrics.
  • Conduct sales presentations with the intent of selling insurance product.
  • Develop a book of business that is profitable for both the agency and carriers.
  • Develop and maintain meaningful relationships with clients and carriers.
  • Utilize all tools and resources available to you to maximize work performance, including participation in IJA webinars, carrier resources, and agency Sales Manual.
  • Utilize effective communication internally including, but not limited to the Risk Management team, Servicing team, and Finance team.
  • Be a flexible member of our growing team taking on new assignments and challenges within your area of expertise.

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.