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Entry Level Insurance Broker Jobs in Chicago, IL

Prospect Equities

Entry Level Recruiter

Chicago, IL · On-site

$50K - $95K/yr

Health insurance * Bonus based on performance * Employee discounts * Free food & snacks ... Each prospective agent is interviewed by the Managing Broker to evaluate his or her potential as an ...

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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 Aug 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 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 to become an independent Insurance Broker with no experience?

To become an independent insurance broker, you should start by obtaining the necessary state licensing by completing pre-licensing education and passing the licensing exam. Gaining knowledge of insurance products and sales techniques is essential, and building relationships with insurance carriers can help you access policies to sell. While experience is not mandatory, developing strong communication skills and understanding industry regulations are crucial for success in this role.

What are the key skills and qualifications needed to thrive as an Entry Level Insurance Broker, and why are they important?

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.

Why do so many insurance agents quit?

Insurance agents often leave the profession due to high competition, inconsistent income, and the pressure to meet sales targets. The job requires strong interpersonal skills, self-motivation, and ongoing training, which can be challenging for some individuals to sustain over time.

How to qualify as an Insurance Broker?

To qualify as an entry-level insurance broker, candidates typically need a high school diploma or equivalent, complete pre-licensing education, and pass a licensing exam specific to their state or country. Some roles may require basic knowledge of insurance products, strong communication skills, and the ability to pass background checks; ongoing education or certifications can enhance career prospects.

What jobs pay 4000 a week without a degree?

Entry level insurance broker roles typically do not pay $4,000 a week initially, as earnings depend on commissions and sales performance. High-earning insurance brokers can reach that level with experience, strong client networks, and sales skills, often working in commission-based environments. Other high-paying jobs without a degree include sales positions, real estate agents, and certain entrepreneurial roles, but they usually require experience and skill development.

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 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 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 July 2026, with employment types broken down into 10% Locum Tenens, 80% Full Time, 7% Part Time, and 3% Contract. Highlights an 78% Physical, 6% Hybrid, and 16% Remote job distribution, with an average salary of $89,923 per year, or $43.2 per hour.

Entry Level Recruiter

Prospect Equities

Chicago, IL • On-site

$50K - $95K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 7 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
This role is ideal for a self-motivated professional with some sales or recruiting experience. As a Junior Recruiter, you will be responsible for identifying and onboarding real estate agents and sourcing prospective franchisees across the U.S., participating in the full sales cycle, and guiding candidates through the discovery process.
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
  • $50,000.00 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
  • 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.
Compensation: $50,000.00 - $95,000.00 per year
Our Mission
The Prospect Equities® Mission delivers full service real estate brokerage to our clients and creates value through educated comprehensive service, creative marketing strategies, and effective timeliness in the transaction process.
Our Vision
The Prospect Equities® Vision is engineered to represent clientele with our full service approach in the real estate transaction paralleled with our innovative proprietary technology which guide buyers, sellers, renters, and investors successfully through the sales, leasing, or real estate investment process.
Careers
Prospect Equities® is always seeking new and experienced agents for its continuously growing team.
We do not hire "just anyone" as some firms may practice. Each prospective agent is interviewed by the Managing Broker to evaluate his or her potential as an agent. We screen our applicants thoroughly because it is our agents who represent our name. We have extremely low turnover, which is unique for our industry.

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