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Entry Level Insurance Broker Jobs in Chicago, IL

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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

$122.7K

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

As of Aug 8, 2026, the average yearly pay for entry level insurance broker in Chicago, IL is $89,923.00, according to ZipRecruiter salary data. Most workers in this role earn between $78,400.00 and $103,100.00 per year, depending on experience, location, and employer.

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 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.

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 a manageable learning curve for those with strong communication skills.

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.

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 sales experience or proper training.

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.

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.
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, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $89,923 per year, or $43.2 per hour.

Real Estate Broker Recruiter

PROSPECT EQUITIES REAL ESTATE LLC

Chicago, IL • On-site

$40K - $100K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 5 days ago

Job description

Benefits:
  • 401(k) matching
  • Competitive salary
  • Dental insurance
  • Paid time off
  • Vision insurance
  • Health insurance
  • Bonus based on performance
  • Employee discounts
  • Free food & snacks
  • Opportunity for advancement
  • Training & development

Position Overview

The Prospect Equities' full service brokerage model has what agents want: Commission structures up to 100%, a 5-tier fully unlocked revenue sharing platform, patent-pending in-house lead generation software developed by our internal engineering department, one-on-one marketing support, and personal agent training.
We are looking for a tenacious and motivated Recruiter to help us continue expanding our roster of agents.  You MUST have Chicagoland real estate brokerage experienced for this role.  The reason is simple, if you know the local market and landscape of the business, you will easily be able to sell/promote what we have designed.  There is simply no brokerage that offers what we have invented.  Machine-Learning Software for exclusive territories that show you exact households statistically ready to move, predictive analysis for all active listings corresponding to investment expectations, and forecasting models on future real estate values.
Key Responsibilities
  • Proactively utilize our software, marketing, and platforms to generate candidate leads
  • Present the Prospect Equities® agent opportunities to qualified candidates
  • Proactively contact qualified agents through our database selection process and CRM.
  • Conduct initial phone screens with candidates to assess skill and cultural fit
  • Present qualified candidates to hiring manager
  • Utilize ATS to maintain accurate and up-to-date recruitment and applicant files and proper disposition of candidates
  • Collaborate with internal teams supporting agent onboarding and sourcing
  • Represent our Brand through virtual meetings, webinars, and real estate industry events
  • Manage advertising and job board platforms to ensure a consistent applicant pipeline
  • Manage the recruiting lifecycle to include selection, offer and onboarding process
  • Research and innovate recruiting strategies.
Compensation
  • $40,000.00 starting base salary
  • Bonus plan based on recruitment KPI’s
  • No cap on performance-based earnings
  • First Year bonuses should be $35k+ if KPI's are met
Benefits/Perks
  • Competitive base pay plus commissions with no cap
  • Full medical benefits after 90 days
  • HSA - Health Savings account
  • Paid holidays and time off
  • 401(k) company matching
  • Employee discounts
  • Advancement opportunities
  • Company-paid social events
  • Company-paid Life Insurance
  • Weekly lunch provided
Qualifications
  • Must have a current Brokers License in Illinois
  • Minimum Bachelor's degree in Human Resources, Business Administration or a related field
  • This is a fully on-site position requiring weekday work at our Chicago headquarters
  • Strong communication and relationship-building skills
  • Self-starter with the ability to manage a pipeline and work independently
  • Experience with CRM and ATS systems is preferred
  • Experience in a real estate environment is preferred
  • Comfortable collaborating with diverse, cross-functional teams
  • Proven ability to manage multiple projects simultaneously with timely follow-through
  • Advanced knowledge of Microsoft PowerPoint, Word, and Excel
  • Ability to learn company software and manage job boards

About Prospect Equities®

Prospect Equities® is a full-service real estate brokerage and technology firm with a strong brand presence, scalable model, and innovative proprietary software. As we expand nationally through franchising and corporate-owned facilities, we’re seeking motivated and energetic Entry Level Recruiters to help continue that growth. This role offers the opportunity to directly shape the company’s expansion with the help of the recruiting and marketing team.