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Entry Level Insurance Agent Jobs in Chicago, IL (NOW HIRING)

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Entry Level Insurance Agent information

See Chicago, IL salary details

$25.8K

$67K

$125.2K

How much do entry level insurance agent jobs pay per year?

As of Sep 12, 2026, the average yearly pay for entry level insurance 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 is an entry level insurance agent?

An Entry Level Insurance Agent is responsible for selling insurance policies to clients while building relationships and providing financial protection solutions. They typically receive training and support from their agency to understand different types of insurance, such as auto, home, life, and health. Their daily tasks include prospecting for new clients, assessing customer needs, and explaining policy options. This role often involves a combination of sales, customer service, and administrative duties. Many entry-level agents work on commission, with opportunities for advancement as they gain experience.

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

To thrive as an Entry Level Insurance Agent, you need strong interpersonal skills, basic sales acumen, and a high school diploma or equivalent; some employers may also require state insurance licensure. Familiarity with customer relationship management (CRM) software, quoting tools, and online policy management systems is often expected. Persuasion, resilience, active listening, and relationship-building are standout soft skills for this role. These skills are crucial for effectively identifying client needs, building trust, and meeting sales targets in a competitive industry.

What are some common challenges faced by entry level insurance agents, and how can I overcome them?

Entry level insurance agents often face challenges such as learning complex insurance products, handling client objections, and meeting sales goals. It's common to encounter rejection or uncertainty as you build your client base, but ongoing training and mentorship from experienced colleagues can be valuable resources. Many organizations provide structured onboarding and regular coaching to help you quickly gain confidence and product knowledge. Staying organized, being persistent, and actively seeking feedback can help you overcome initial hurdles and steadily improve your performance.

How to be an entry level insurance agent with no experience?

To become an entry level insurance agent with no experience, you should complete any required pre-licensing education and pass the licensing exam. Gaining knowledge of insurance products, developing strong communication skills, and obtaining a license are essential steps to start in this role.

Is it easy to get hired as an entry level insurance agent?

Getting hired as an entry level insurance agent is generally accessible, as many companies seek new agents and provide training programs. Candidates typically need a high school diploma, a license which can be obtained through state exams, and good communication skills. Job availability can vary by location and market demand, but entry-level roles are often available for those willing to complete licensing requirements and sales training.

Why do most entry level insurance agents quit?

Many entry-level insurance agents quit due to low initial commissions, high rejection rates, and the need to build a client base from scratch. The job often requires strong sales skills, persistence, and patience, which can be challenging for new agents early in their careers.

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 Entry Level Insurance Agent jobs in Chicago, IL?

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

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

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

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

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

Entry Level Insurance Agent jobs near you
Infographic showing various Entry Level Insurance Agent job openings in Chicago, IL as of August 2026, with employment types broken down into 100% Full Time. Highlights an 60% In-person, and 40% Hybrid job distribution, with an average salary of $66,982 per year, or $32.2 per hour.

Principal Dev Engineer

Chicago, IL • On-site, Remote

Health Care Service Corporation
Outpatient Health Care • 10K+ employees
Learn more about Health Care Service Corporationexternal

$121K - $225K/yr

Full-time

Medical, Life, Retirement, PTO

Posted 9 days ago

Job description

At HCSC, our employees are the cornerstone of our business and the foundation to our success. We empower employees with curated development plans that foster growth and promote rewarding, fulfilling careers.
Join HCSC and be part of a purpose-driven company that will invest in your professional development.
Job Summary
This position is responsible for assisting delivery lead with AI Engineering and end-to-end delivery of the Intelligent Delivery Platform project to ensure successful execution and alignment with business needs; ensuring project performance metrics are met to deliver key business value; providing technical insight to assist with troubleshooting of delivery issues.
Required Job Qualifications:
* Bachelor Degree in MIS, Computer Science, Data and Analytics, Programming, Engineering, OR a related discipline with an advanced degree preferred, or its experiential equivalent.
* 12+ years or relevant technical experience in application development utilizing any combination of J2EE, SQL, JSON, PCF, Azure, AWS, REST APIs, microservices, Mulesoft, Salesforce, Tableau, DB2, Oracle, Mongo DB, or relevant technologies.
* Strong stakeholder management skills and leadership skills
* Strong written and verbal communications skills with ability to quickly develop impactful presentations, translating technical information to audiences ranging from entry-level technologists to C-Suite executives.
* Strong business and Engineering acumen.
* Strategic minded thinking with critical thinking skills, strong analytical skills and creative problem-solving ability.
* Experienced in conducting Architecture Assessments.
* Significant experience with Solution Architecture and software engineering constructs.
* Application Portfolio Management, Technology Lifecycle Management, Project Portfolio Management expertise.
* Ability to quickly learn in a rapidly changing environment and make an impact.
* Proactive mindset and ability to drive outcomes to completion while negotiating with various matrixed stakeholders
Preferred Job Qualifications:
* Experience in AI Observability Frameworks and Framework Operationalization.
* Experience in creation of knowledge graph database (neo4J)
* Experience in working with Small Language Models or custom Models
* Independently delivering or leading the delivery of AI Engineering solutions for multiple complex analytics or data science projects and products.
* Experience in Python-based Data Science frameworks (LangChain, LangGraph, LangFuse).
* Experience in AI Model evaluation and deployment.
* Experience in data curation, prep, training, and fine-tuning of Models.
* Experience in AI evaluation frameworks
* Experience in prompt engineering
* Experience in working with multiple AI Models
* Experience in working with multiple RAG architectures
* Experience in working with multi-Agent orchestration
Are you being referred to one of our roles? If so, ask your connection at HCSC about our Employee Referral process!
Pay Transparency Statement:
At Health Care Service Corporation, you will be part of an organization committed to offering meaningful benefits to our employees to support their life outside of work. From health and wellness benefits, 401(k) savings plan, pension plan, paid time off, paid parental leave, disability insurance, supplemental life insurance, employee assistance program, paid holidays, tuition reimbursement, plus other incentives, we offer a robust total rewards package for employees. Learn more about our benefit offerings by visiting https://careers.hcsc.com/totalrewards.
The compensation offered will vary depending on your job-related skills, education, knowledge, and experience. This role aligns with an annual incentive bonus plan subject to the terms and the conditions of the plan.
HCSC Employment Statement:
We are an Equal Opportunity Employment employer dedicated to providing a welcoming environment where the unique differences of our employees are respected and valued. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, protected veteran status, or any other legally protected characteristics.
Base Pay Range
$121,200.00 - $225,200.00
Exact compensation may vary based on skills, experience, and location.

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