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Entry Level Insurance Broker Jobs in Chicago, IL

Plantemoran

2027 Summer Trust Advisor Intern

Chicago, IL · On-site

$18.25 - $24/hr

... insurance. We have over 250 professionals dedicated todelivering holistic, independent, and ... As an intern, you'll be treated just like our entry level staff. You'll dive in with hands-on ...

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YCHARTS INC

Customer Success Associate I

Chicago, IL · Hybrid

$55K - $65K/yr

Thousands of leading RIAs, asset managers, and broker-dealers use YCharts to turn data into ... This is an entry level position that puts you on the frontlines of support - allowing you to dive ...

YCharts Inc

Customer Success Associate I

Chicago, IL · On-site

$55K - $65K/yr

Thousands of leading RIAs, asset managers, and broker-dealers use YCharts to turn data into ... This is an entry level position that puts you on the frontlines of support - allowing you to dive ...

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All JobsInsurance Broker JobsEntry Level Insurance Broker JobsEntry Level Insurance Broker Jobs in Chicago, IL

Entry Level Insurance Broker information

See Chicago, IL salary details

$40.2K

$89.9K

$122.6K

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

As of Sep 3, 2026, the average yearly pay for entry level insurance broker in Chicago, IL is $89,853.00, according to ZipRecruiter salary data. Most workers in this role earn between $78,300.00 and $103,000.00 per year, depending on experience, location, and employer.

What does an entry level insurance broker do?

An Entry Level Insurance Broker helps clients find and purchase insurance policies that best fit their needs. They typically work under the supervision of experienced brokers, learning about different types of insurance such as life, health, auto, and property. Their daily tasks often include assessing client needs, researching policy options, preparing quotes, and assisting with paperwork. Entry level brokers also spend time building client relationships and learning sales strategies. This role is a stepping stone to more advanced positions within the insurance industry.

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

To thrive as an Entry Level Insurance Broker, you need a basic understanding of insurance products, sales principles, and often a relevant state-issued insurance license. Familiarity with CRM software, quoting tools, and underwriting systems is typically required. Strong interpersonal skills, active listening, and resilience help you build client relationships and handle rejections effectively. These skills are essential for building trust with clients, meeting sales targets, and ensuring regulatory compliance in a competitive industry.

What are some of the main challenges faced by entry level insurance brokers, and how can they overcome them?

Entry-level insurance brokers often face challenges such as building a client base from scratch, understanding complex insurance products, and meeting sales targets. To overcome these challenges, new brokers should actively seek mentorship from experienced colleagues, invest time in learning about different insurance products, and develop strong networking and communication skills. Regular training, persistence, and leveraging CRM tools can also help streamline client management and improve sales performance.

What is the difference between Entry Level Insurance Broker vs Insurance Agent?

AspectEntry Level Insurance BrokerInsurance Agent
CertificationsLicensing required, often entry-levelLicensing required, similar requirements
Work EnvironmentOffice, client meetings, independent workOffice, client interactions, agency setting
Industry UsageCommonly used for those starting in insurance sales and brokerageWidely used for sales and policy servicing roles

Both roles require licensing and involve client interactions, but insurance brokers often work independently to find policies across multiple providers, while insurance agents typically represent specific companies. The roles overlap in certifications and work environment, making them closely related but distinct in scope and independence.

How difficult is it to be an entry level insurance broker?

Becoming an entry-level insurance broker typically involves obtaining a license, which requires passing a state exam and completing pre-licensing education. The role often involves developing sales skills, understanding insurance products, and building client relationships, but it generally has low entry barriers and offers on-the-job training.

How much do entry level insurance brokers get paid?

Entry-level insurance brokers typically earn a starting salary ranging from $30,000 to $50,000 annually, often supplemented by commissions based on sales. Compensation can vary depending on location, employer, and individual performance, with some earning higher through successful client acquisition and sales skills.

Is entry level insurance broker a stressful job?

Entry level insurance brokers often face stress related to meeting sales targets, managing client relationships, and understanding complex policies. The job can involve a fast-paced environment and requires strong communication and organizational skills, but stress levels vary depending on individual workload and support systems.

Why do most entry level insurance brokers quit?

Many entry-level insurance brokers quit due to high rejection rates, challenging sales targets, and the pressure to build a client base quickly. The job often involves commission-based pay, which can lead to financial instability and stress, especially without prior experience or strong sales skills.

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

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

What are popular job titles related to Entry Level Insurance Broker jobs in Chicago, IL?

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

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

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

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

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

Entry Level Insurance Broker jobs near you
Infographic showing various Entry Level Insurance Broker job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 21% Part Time, and 5% Contract. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution, with an average salary of $89,853 per year, or $43.2 per hour.

Underwriter Inland Marine & Property

Iatinsurancegroup

Rolling Meadows, IL • Hybrid

$55K - $133K/yr

Full-time

Medical, Retirement, PTO

Re-posted yesterday

Job description

IAT Insurance Group has an immediate opening for an Inland Marine & Property Underwriter from our Naperville or Rolling Meadows, Illinois location.
We're looking for someone who's ready to play a meaningful role in expanding our presence across the region. You'll manage an existing portfolio while actively building new business, helping grow our footprint in a region that's a key focus for us. This is a role for someone who wants to make an impact, not just maintain the status quo.
This isn't a behind-the-scenes role. It's visible, collaborative, and growth focused. This position follows a hybrid schedule: in the office Monday through Wednesday, with the option to work remotely on Thursday and Friday.
Responsibilities:
  • Review and analyze underwriting files, using judgment and experience as primary criteria, to accept new business or continue renewals within established authority level
  • Review and analyze all documents within or associated with the underwriting file to establish accuracy in identification and minimizing risk of exposure, utilizing change requests, claim information, loss control and outside databases to identify changes in exposure to risk
  • Review, evaluate and determine account premium levels using sound judgment consistent with established company premium modification plans within authority limits
  • Read, evaluate and interpret contracts and policies to determine exposures providing guidance and clarification to others consistent with experience
  • Provide clarification and verification of coverage to the Claims Department consistent with experience
  • Market to assigned agencies to achieve acceptable new business flow
  • Assess agency activity; provide clarification to agency personnel about company's position in annual visits to assigned agencies consistent with experience
  • Perform other tasks as needed
Qualifications:Must-Have:
  • Bachelor's degree in Risk Management, Finance, Business, Economics, or a related field, or equivalent combination of education and relevant experience
  • 2+ years of inland marine and/or property underwriting experience
  • Solid understanding of the insurance marketplace, including pricing and competitive positioning
  • Proven ability to build and maintain broker relationships that drive new and renewal business
  • Experience managing a book of business while contributing to growth
  • Strong skills in pricing, risk selection, and deal structuring
  • Working knowledge of industry trends, products, and the broader competitive landscape
  • To qualify, applicants must be authorized to work in the United States and must not require VISA sponsorship, now or in the future, for employment purposes
Preferred to Have:
  • Industry designations CPCU, ARM, or AU
  • INS21, 22 and 23
  • Exposure to loss control or risk engineering

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran. We maintain a drug-free workplace and participate in E-Verify.

Compensation:

Please note, that the annual gross salary range associated with this posting is $55,200 - $133,700. Actual salaries will vary based on factors such as a candidate's qualifications, skills, competencies, and geographical location related to this specific role. The total compensation will include a base salary, performance-based bonus opportunities, 401(K) match, profit-sharing opportunities, and more.

To view details of our full benefits, please visit https://www.iatinsurancegroup.com/careers/benefits

 

IAT Insurance Group is the largest private, family-owned property and casualty insurer in the U.S. Insurance Answers Together is how we define IAT, in letter and in spirit. We work together to provide solutions for people and businesses. We collaborate internally and with our partners to provide the best possible insurance and surety options for our customers.

At IAT, we're committed to driving and building an open and supportive culture for all. Our employees propel IAT forward - driving innovation, stable partnerships and growth. That's why we continue to build an engaging workplace culture to attract and retain the best talent.

We offer comprehensive benefits like:

  • 26 PTO Days (Entry Level) + 12 Company Holidays = 38 Paid Days Off
  • 7% 401(k) Company Match and additional Profit Sharing
  • Hybrid work environment
  • Numerous training and development opportunities to assist you in furthering your career
  • Healthcare and Wellness Programs
  • Opportunity to earn performance-based bonuses
  • College Loan Assistance Support Plan
  • Educational Assistance Program
  • Mentorship Program
  • Dress for Your Day Policy

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran. We maintain a drug-free workplace and participate in E-Verify.

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